NP-MRD: Showing NP-Card for Asiachromenic acid (NP0019965)

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Record Information

Version

2.0

Created at

2021-01-06 05:28:35 UTC

Updated at

2026-02-19 12:01:19 UTC

NP-MRD ID

NP0019965

Natural Product DOI

https://doi.org/10.57994/7659

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Asiachromenic acid

Provided By

NPAtlas

Description

Asiachromenic acid is found in Boletinus asiaticus. Asiachromenic acid was first documented in 2019 (PMID: 31244141). Based on a literature review very few articles have been published on 2-(12-carboxy-4,8,12-trimethyldodeca-3,7,11-trien-1-yl)-2-methyl-2H-chromene-6-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120253D          

 66 67  0  0  0  0            999 V2000
    4.5233    1.0889    2.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6769   -0.1915    1.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469   -0.8214    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3458   -0.5128    0.5263 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8055    0.8085    0.9369 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2957    0.7436    0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0099    0.5530   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 66 67  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652306242120253D          

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   -4.6529   -0.3321    1.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6155   -1.1625    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3795   -1.0124   -0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3964   -1.8804   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0978   -1.7202   -1.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1883   -2.6417   -2.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8382   -2.5171   -3.0777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4916   -3.6725   -1.1617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7545   -0.6704   -2.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7375    0.1834   -2.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0042    0.0483   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9931    0.9089   -0.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0502   -0.8314    1.4572 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0872    0.0749    0.8210 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7380    0.3336   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435   -0.0008   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8332   -0.6538   -1.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1799    0.2634   -2.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9386   -0.0509   -3.9100 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9746    0.8747   -3.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    1.9011    1.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360    0.9816    3.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5567    1.4694    2.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0469   -1.8201    0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1146   -0.6196   -0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6909   -1.3555    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827    1.0549    1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2216    1.6523    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9605    0.6965   -1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3302   -0.4997   -1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7407    1.2574   -1.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    1.0032    2.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2782   -0.0665    2.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4337    1.6811    2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4967   -0.0690   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6641    1.7941   -0.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8172    2.8646    1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5540    2.4135    1.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4466    1.8576    2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1517   -0.5221    2.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9024   -1.9989    1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6124   -2.6797    0.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6931   -3.4072   -0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3079   -0.5468   -3.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4467    1.0212   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2817   -1.0115    2.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0174   -1.7835    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2417    1.0110    1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0436   -0.5163    0.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7758    0.8175   -0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6616   -1.6300   -0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4218    0.0000   -0.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3935   -0.8466   -2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0872    0.3909   -3.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 17 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 24 11  1  0  0  0  0
 23 15  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  3 36  1  0  0  0  0
  4 37  1  0  0  0  0
  4 38  1  0  0  0  0
  5 39  1  0  0  0  0
  5 40  1  0  0  0  0
  7 41  1  0  0  0  0
  7 42  1  0  0  0  0
  7 43  1  0  0  0  0
  8 44  1  0  0  0  0
  9 45  1  0  0  0  0
  9 46  1  0  0  0  0
 10 47  1  0  0  0  0
 10 48  1  0  0  0  0
 12 49  1  0  0  0  0
 12 50  1  0  0  0  0
 12 51  1  0  0  0  0
 13 52  1  0  0  0  0
 14 53  1  0  0  0  0
 16 54  1  0  0  0  0
 20 55  1  0  0  0  0
 21 56  1  0  0  0  0
 22 57  1  0  0  0  0
 25 58  1  0  0  0  0
 25 59  1  0  0  0  0
 26 60  1  0  0  0  0
 26 61  1  0  0  0  0
 27 62  1  0  0  0  0
 29 63  1  0  0  0  0
 29 64  1  0  0  0  0
 29 65  1  0  0  0  0
 32 66  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0019965

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(=C(/[H])C([H])([H])C([H])([H])C(=C(/[H])C([H])([H])C([H])([H])C(=C(/[H])C([H])([H])C([H])([H])[C@]1(OC2=C([H])C([H])=C(C([H])=C2C([H])=C1[H])C(=O)O[H])C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O5/c1-19(10-6-12-21(3)25(28)29)8-5-9-20(2)11-7-16-27(4)17-15-22-18-23(26(30)31)13-14-24(22)32-27/h8,11-15,17-18H,5-7,9-10,16H2,1-4H3,(H,28,29)(H,30,31)/b19-8+,20-11+,21-12+/t27-/m1/s1

> <INCHI_KEY>
MACAIIRJCAQXTM-UHFFFAOYSA-N

> <FORMULA>
C27H34O5

> <MOLECULAR_WEIGHT>
438.564

> <EXACT_MASS>
438.240624195

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
51.08431370633707

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(3E,7E,11E)-12-carboxy-4,8,12-trimethyldodeca-3,7,11-trien-1-yl]-2-methyl-2H-chromene-6-carboxylic acid

> <ALOGPS_LOGP>
6.59

> <JCHEM_LOGP>
6.780241279999999

> <ALOGPS_LOGS>
-5.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.138892858014832

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.230760135173594

> <JCHEM_PKA_STRONGEST_BASIC>
-4.926167537978168

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
130.7556

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.59e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(3E,7E,11E)-12-carboxy-4,8,12-trimethyldodeca-3,7,11-trien-1-yl]-2-methylchromene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 67  0  0  0  0  0  0  0  0999 V2000
    4.5233    1.0889    2.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6769   -0.1915    1.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469   -0.8214    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3458   -0.5128    0.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8055    0.8085    0.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2957    0.7436    0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0099    0.5530   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5490    0.8604    1.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0031    0.8438    1.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7407    0.8090    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2505    0.7755    0.5488 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5111    2.0665    1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6529   -0.3321    1.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6155   -1.1625    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3795   -1.0124   -0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3964   -1.8804   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0978   -1.7202   -1.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1883   -2.6417   -2.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8382   -2.5171   -3.0777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4916   -3.6725   -1.1617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7545   -0.6704   -2.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7375    0.1834   -2.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0042    0.0483   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9931    0.9089   -0.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0502   -0.8314    1.4572 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0872    0.0749    0.8210 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7380    0.3336   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435   -0.0008   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8332   -0.6538   -1.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1799    0.2634   -2.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9386   -0.0509   -3.9100 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9746    0.8747   -3.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9360    0.9816    3.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5567    1.4694    2.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0469   -1.8201    0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1146   -0.6196   -0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6909   -1.3555    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827    1.0549    1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2216    1.6523    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9605    0.6965   -1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3302   -0.4997   -1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7407    1.2574   -1.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    1.0032    2.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2782   -0.0665    2.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4337    1.6811    2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4967   -0.0690   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6641    1.7941   -0.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8172    2.8646    1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5540    2.4135    1.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4466    1.8576    2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1517   -0.5221    2.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9024   -1.9989    1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6124   -2.6797    0.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6931   -3.4072   -0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3079   -0.5468   -3.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4467    1.0212   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2817   -1.0115    2.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0174   -1.7835    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2417    1.0110    1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0436   -0.5163    0.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7758    0.8175   -0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6616   -1.6300   -0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4218   -0.0000   -0.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3935   -0.8466   -2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0872    0.3909   -3.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 11 10  1  6
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
  2 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 30 32  1  0
 24 11  1  0
 23 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 12 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 16 54  1  0
 20 55  1  0
 21 56  1  0
 22 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 29 63  1  0
 29 64  1  0
 29 65  1  0
 32 66  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       4.523   1.089   2.090  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.677  -0.192   1.408  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.747  -0.821   0.772  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.346  -0.513   0.526  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.806   0.809   0.937  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.296   0.744   0.561  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.010   0.553  -0.856  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.549   0.860   1.523  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.003   0.844   1.506  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.741   0.809   0.223  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.250   0.776   0.549  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.511   2.067   1.357  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.653  -0.332   1.381  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.615  -1.163   1.087  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.380  -1.012  -0.155  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.396  -1.880  -0.486  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.098  -1.720  -1.657  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.188  -2.642  -2.022  0.00  0.00           C+0
HETATM   19  O   UNK     0      -9.838  -2.517  -3.078  0.00  0.00           O+0
HETATM   20  O   UNK     0      -9.492  -3.672  -1.162  0.00  0.00           O+0
HETATM   21  C   UNK     0      -7.755  -0.670  -2.485  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.737   0.183  -2.137  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.004   0.048  -0.953  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.993   0.909  -0.621  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.050  -0.831   1.457  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.087   0.075   0.821  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.738   0.334  -0.596  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.543  -0.001  -1.584  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.833  -0.654  -1.257  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.180   0.263  -2.966  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.939  -0.051  -3.910  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.975   0.875  -3.276  0.00  0.00           O+0
HETATM   33  H   UNK     0       4.094   1.901   1.519  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.936   0.982   3.046  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.557   1.469   2.401  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.047  -1.820   0.295  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.115  -0.620  -0.586  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.691  -1.355   0.960  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.883   1.055   1.976  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.222   1.652   0.302  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.961   0.697  -1.490  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.330  -0.500  -1.089  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.741   1.257  -1.252  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.098   1.003   2.580  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.278  -0.067   2.156  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.434   1.681   2.152  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.497  -0.069  -0.373  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.664   1.794  -0.338  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.817   2.865   1.058  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.554   2.414   1.168  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.447   1.858   2.445  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.152  -0.522   2.341  0.00  0.00           H+0
HETATM   53  H   UNK     0      -5.902  -1.999   1.734  0.00  0.00           H+0
HETATM   54  H   UNK     0      -7.612  -2.680   0.208  0.00  0.00           H+0
HETATM   55  H   UNK     0      -9.693  -3.407  -0.187  0.00  0.00           H+0
HETATM   56  H   UNK     0      -8.308  -0.547  -3.406  0.00  0.00           H+0
HETATM   57  H   UNK     0      -6.447   1.021  -2.775  0.00  0.00           H+0
HETATM   58  H   UNK     0       6.282  -1.012   2.522  0.00  0.00           H+0
HETATM   59  H   UNK     0       6.017  -1.784   0.927  0.00  0.00           H+0
HETATM   60  H   UNK     0       7.242   1.011   1.355  0.00  0.00           H+0
HETATM   61  H   UNK     0       8.044  -0.516   0.845  0.00  0.00           H+0
HETATM   62  H   UNK     0       5.776   0.818  -0.785  0.00  0.00           H+0
HETATM   63  H   UNK     0       8.662  -1.630  -0.788  0.00  0.00           H+0
HETATM   64  H   UNK     0       9.422   0.000  -0.566  0.00  0.00           H+0
HETATM   65  H   UNK     0       9.393  -0.847  -2.199  0.00  0.00           H+0
HETATM   66  H   UNK     0       5.087   0.391  -3.154  0.00  0.00           H+0
CONECT    1    2   33   34   35                                             
CONECT    2    1    3   25                                                  
CONECT    3    2    4   36                                                  
CONECT    4    3    5   37   38                                             
CONECT    5    4    6   39   40                                             
CONECT    6    5    7    8                                                  
CONECT    7    6   41   42   43                                             
CONECT    8    6    9   44                                                  
CONECT    9    8   10   45   46                                             
CONECT   10    9   11   47   48                                             
CONECT   11   10   12   13   24                                             
CONECT   12   11   49   50   51                                             
CONECT   13   11   14   52                                                  
CONECT   14   13   15   53                                                  
CONECT   15   14   16   23                                                  
CONECT   16   15   17   54                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   55                                                       
CONECT   21   17   22   56                                                  
CONECT   22   21   23   57                                                  
CONECT   23   22   24   15                                                  
CONECT   24   23   11                                                       
CONECT   25    2   26   58   59                                             
CONECT   26   25   27   60   61                                             
CONECT   27   26   28   62                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28   63   64   65                                             
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   66                                                       
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    3                                                            
CONECT   37    4                                                            
CONECT   38    4                                                            
CONECT   39    5                                                            
CONECT   40    5                                                            
CONECT   41    7                                                            
CONECT   42    7                                                            
CONECT   43    7                                                            
CONECT   44    8                                                            
CONECT   45    9                                                            
CONECT   46    9                                                            
CONECT   47   10                                                            
CONECT   48   10                                                            
CONECT   49   12                                                            
CONECT   50   12                                                            
CONECT   51   12                                                            
CONECT   52   13                                                            
CONECT   53   14                                                            
CONECT   54   16                                                            
CONECT   55   20                                                            
CONECT   56   21                                                            
CONECT   57   22                                                            
CONECT   58   25                                                            
CONECT   59   25                                                            
CONECT   60   26                                                            
CONECT   61   26                                                            
CONECT   62   27                                                            
CONECT   63   29                                                            
CONECT   64   29                                                            
CONECT   65   29                                                            
CONECT   66   32                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  134    0
END

RDKit          3D

66 67  0  0  0  0  0  0  0  0999 V2000
    4.5233    1.0889    2.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6769   -0.1915    1.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469   -0.8214    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3458   -0.5128    0.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8055    0.8085    0.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2957    0.7436    0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0099    0.5530   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5490    0.8604    1.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0031    0.8438    1.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7407    0.8090    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2505    0.7755    0.5488 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5111    2.0665    1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6529   -0.3321    1.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6155   -1.1625    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3795   -1.0124   -0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3964   -1.8804   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0978   -1.7202   -1.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1883   -2.6417   -2.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8382   -2.5171   -3.0777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4916   -3.6725   -1.1617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7545   -0.6704   -2.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7375    0.1834   -2.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0042    0.0483   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9931    0.9089   -0.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0502   -0.8314    1.4572 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0872    0.0749    0.8210 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7380    0.3336   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435   -0.0008   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8332   -0.6538   -1.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1799    0.2634   -2.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9386   -0.0509   -3.9100 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9746    0.8747   -3.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    1.9011    1.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360    0.9816    3.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5567    1.4694    2.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0469   -1.8201    0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1146   -0.6196   -0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6909   -1.3555    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827    1.0549    1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2216    1.6523    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9605    0.6965   -1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3302   -0.4997   -1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7407    1.2574   -1.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    1.0032    2.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2782   -0.0665    2.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4337    1.6811    2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4967   -0.0690   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6641    1.7941   -0.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8172    2.8646    1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5540    2.4135    1.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4466    1.8576    2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1517   -0.5221    2.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9024   -1.9989    1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6124   -2.6797    0.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6931   -3.4072   -0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3079   -0.5468   -3.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4467    1.0212   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2817   -1.0115    2.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0174   -1.7835    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2417    1.0110    1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0436   -0.5163    0.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7758    0.8175   -0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6616   -1.6300   -0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4218   -0.0000   -0.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3935   -0.8466   -2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0872    0.3909   -3.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 11 10  1  6
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
  2 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 30 32  1  0
 24 11  1  0
 23 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 12 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 16 54  1  0
 20 55  1  0
 21 56  1  0
 22 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 29 63  1  0
 29 64  1  0
 29 65  1  0
 32 66  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-(12-Carboxy-4,8,12-trimethyldodeca-3,7,11-trien-1-yl)-2-methyl-2H-chromene-6-carboxylate	Generator
Asiachromenate	Generator

Chemical Formula

C₂₇H₃₄O₅

Average Mass

438.5640 Da

Monoisotopic Mass

438.24062 Da

IUPAC Name

(2R)-2-[(3E,7E,11E)-12-carboxy-4,8,12-trimethyldodeca-3,7,11-trien-1-yl]-2-methyl-2H-chromene-6-carboxylic acid

Traditional Name

(2R)-2-[(3E,7E,11E)-12-carboxy-4,8,12-trimethyldodeca-3,7,11-trien-1-yl]-2-methylchromene-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(CCC=C(C)C(O)=O)=CCCC(C)=CCCC1(C)OC2=C(C=C1)C=C(C=C2)C(O)=O

InChI Identifier

InChI=1S/C27H34O5/c1-19(10-6-12-21(3)25(28)29)8-5-9-20(2)11-7-16-27(4)17-15-22-18-23(26(30)31)13-14-24(22)32-27/h8,11-15,17-18H,5-7,9-10,16H2,1-4H3,(H,28,29)(H,30,31)

InChI Key

MACAIIRJCAQXTM-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Boletinus asiaticus		Not Available
Boletinus asiaticus	NPAtlas	31244141

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.59	ALOGPS
logP	6.78	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	4.23	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	130.76 m³·mol⁻¹	ChemAxon
Polarizability	51.08 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA025264

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

145721032

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yatsu G, Kino Y, Sasaki H, Satoh JI, Kinoshita K, Koyama K: Meroterpenoids with BACE1 Inhibitory Activity from the Fruiting Body of Boletinus asiaticus. J Nat Prod. 2019 Jul 26;82(7):1797-1801. doi: 10.1021/acs.jnatprod.8b01092. Epub 2019 Jun 25. [PubMed:31244141 ]
DOI: 10.1021/acs.jnatprod.8b01092
PMID: 31244141

Showing NP-Card for Asiachromenic acid (NP0019965)

MOL for NP0019965 (Asiachromenic acid)

3D MOL for NP0019965 (Asiachromenic acid)

3D SDF for NP0019965 (Asiachromenic acid)

3D-SDF for NP0019965 (Asiachromenic acid)

PDB for NP0019965 (Asiachromenic acid)

3D PDB for NP0019965 (Asiachromenic acid)

SMILES for NP0019965 (Asiachromenic acid)

INCHI for NP0019965 (Asiachromenic acid)

Structure for NP0019965 (Asiachromenic acid)

3D Structure for NP0019965 (Asiachromenic acid)