NP-MRD: Showing NP-Card for beta-Cortol (NP0087418)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-11 16:49:09 UTC

Updated at

2022-05-11 16:49:09 UTC

NP-MRD ID

NP0087418

Secondary Accession Numbers

None

Natural Product Identification

Common Name

beta-Cortol

Description

Beta-Cortol, also known as β-cortol or cortol-20beta, belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Thus, beta-cortol is considered to be a steroid lipid molecule. beta-Cortol was first documented in 1983 (PMID: 6850067). Beta-Cortol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 14698830) (PMID: 11085621).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652303032017482D          

 30 33  0  0  0  0            999 V2000
10001.078110001.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.938710001.0374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.940710000.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7988 9998.1344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9407 9997.7209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6533 9998.9679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.366610000.2021    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0781 9998.9679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.366410001.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.651910000.6208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6519 9999.7957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3664 9999.3833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9395 9999.3743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9395 9998.5492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.6540 9998.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3685 9998.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2275 9999.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5130 9999.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5130 9998.5492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2275 9998.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.080910000.6207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0809 9999.7958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8655 9999.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.350410000.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.865510000.8757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.865510001.7007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.579210002.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.294910001.7007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.149910002.1132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.579210001.2882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19  4  1  6  0  0  0
 20 14  1  0  0  0  0
 14  5  1  1  0  0  0
 17 13  1  0  0  0  0
 13  3  1  1  0  0  0
 10  2  1  1  0  0  0
 11 13  1  0  0  0  0
 11  6  1  6  0  0  0
 16 12  1  0  0  0  0
 12  7  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 25 30  1  6  0  0  0
 26 27  1  0  0  0  0
 26 29  1  6  0  0  0
 27 28  1  0  0  0  0
 25 21  1  0  0  0  0
 25 24  1  0  0  0  0
 12 22  1  0  0  0  0
 22  8  1  6  0  0  0
  9 21  1  0  0  0  0
 21  1  1  1  0  0  0
M  END

     RDKit          3D

 62 65  0  0  0  0  0  0  0  0999 V2000
    2.1336    0.0856   -2.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2504    0.2509   -0.5821 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9550    1.5194   -0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4315    1.4679   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553    0.4805    0.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8099    1.1723    1.3504 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1243   -0.3937    0.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0959   -0.9052   -0.0725 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2925   -1.9509    0.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9856   -2.2730   -0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1649   -1.0611   -0.3734 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9289    0.1533    0.1153 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1416    1.4136    0.1014 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2686    2.0332   -1.1320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424    1.2877    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0178    0.0922    0.1046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2061    0.2744   -1.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0807   -1.0837    0.4162 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9835   -2.2354    0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0720   -1.7684    1.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2032   -0.2732    0.8836 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1360    0.3815    2.1376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575   -0.1140    0.3632 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7051   -0.7505   -0.8935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2015    1.2035    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1843    2.0021    1.3813 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4116   -0.9366   -2.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273    0.3185   -2.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8334    0.7854   -2.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5476    2.4139   -0.7809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792    1.7227    0.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8613    2.4874   -0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6111    1.1246   -1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8734   -0.1468   -0.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5851    1.6437    0.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019    0.0754    1.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6085   -1.3199    1.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6953   -1.3473   -0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9077   -2.8984    0.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1976   -1.7416    1.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2072   -2.9230   -0.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4333   -2.9491    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0372   -1.0835   -1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1641   -0.0690    1.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6716    2.1050    0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3630    2.7568   -1.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7702    2.2372    0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1284    1.0888    1.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7811    1.2089   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6303   -0.6065   -1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2314    0.4488   -1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8170   -0.9635    1.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6147   -3.1920    0.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4088   -2.3323   -0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6276   -1.9092    2.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9911   -2.3256    1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0899    1.3446    2.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2313   -0.7404    1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6705   -0.9538   -1.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9320    1.7902   -0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3068    1.0017    0.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8081    2.8760    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 21 16  1  0
 16 17  1  6
 16 15  1  0
 15 13  1  0
 13 14  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  6
 16 18  1  0
  2 12  1  0
 11 18  1  0
  2  8  1  0
 18 52  1  1
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 22 57  1  0
 23 58  1  1
 24 59  1  0
 25 60  1  0
 25 61  1  0
 26 62  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 15 47  1  0
 15 48  1  0
 13 45  1  1
 14 46  1  0
 12 44  1  1
 11 43  1  6
 10 41  1  0
 10 42  1  0
  9 39  1  0
  9 40  1  0
  8 38  1  6
  7 36  1  0
  7 37  1  0
  5 34  1  6
  6 35  1  0
  4 32  1  0
  4 33  1  0
  3 30  1  0
  3 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv1652303032017482D          

 30 33  0  0  0  0            999 V2000
10001.078110001.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.938710001.0374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.940710000.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7988 9998.1344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9407 9997.7209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6533 9998.9679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.366610000.2021    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0781 9998.9679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.366410001.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.651910000.6208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6519 9999.7957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3664 9999.3833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9395 9999.3743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9395 9998.5492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.6540 9998.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3685 9998.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2275 9999.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5130 9999.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5130 9998.5492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2275 9998.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.080910000.6207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0809 9999.7958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8655 9999.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.350410000.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.865510000.8757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.865510001.7007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.579210002.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.294910001.7007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.149910002.1132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.579210001.2882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19  4  1  6  0  0  0
 20 14  1  0  0  0  0
 14  5  1  1  0  0  0
 17 13  1  0  0  0  0
 13  3  1  1  0  0  0
 10  2  1  1  0  0  0
 11 13  1  0  0  0  0
 11  6  1  6  0  0  0
 16 12  1  0  0  0  0
 12  7  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 25 30  1  6  0  0  0
 26 27  1  0  0  0  0
 26 29  1  6  0  0  0
 27 28  1  0  0  0  0
 25 21  1  0  0  0  0
 25 24  1  0  0  0  0
 12 22  1  0  0  0  0
 22  8  1  6  0  0  0
  9 21  1  0  0  0  0
 21  1  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0087418

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@](O)([C@H](O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H36O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-18,22-26H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,17-,18-,19+,20+,21+/m1/s1

> <INCHI_KEY>
FFPUNPBUZDTHJI-ZFOKFBPFSA-N

> <FORMULA>
C21H36O5

> <MOLECULAR_WEIGHT>
368.5075

> <EXACT_MASS>
368.256274262

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
41.77421926971966

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5R,7R,10S,11S,14R,15S,17S)-14-[(1R)-1,2-dihydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14,17-triol

> <ALOGPS_LOGP>
1.43

> <JCHEM_LOGP>
0.49832379366666757

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.223829479016217

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.989757808972378

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569566279074898

> <JCHEM_POLAR_SURFACE_AREA>
101.15

> <JCHEM_REFRACTIVITY>
98.36809999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5R,7R,10S,11S,14R,15S,17S)-14-[(1R)-1,2-dihydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14,17-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAR-20         0                                  
HETATM    1  C   UNK     0    8668.6798669.377   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8664.6868668.603   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8664.6898667.044   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8660.6918663.184   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8664.6898662.412   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8666.0198664.740   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8667.3518667.044   0.000  0.00  0.00           H+0
HETATM    8  H   UNK     0    8668.6798664.740   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0    8667.3518668.595   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8666.0178667.825   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8666.0178666.285   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8667.3518665.515   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8664.6878665.499   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8664.6878663.959   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8666.0218663.189   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8667.3558663.959   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8663.3588666.269   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8662.0248665.499   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8662.0248663.959   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8663.3588663.189   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.6848667.825   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.6848666.285   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8670.1498665.809   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8671.0548667.055   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8670.1498668.301   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8670.1498669.841   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8671.4818670.611   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0    8672.8178669.841   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0    8668.8138670.611   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0    8671.4818669.071   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   10                                                            
CONECT    3   13                                                            
CONECT    4   19                                                            
CONECT    5   14                                                            
CONECT    6   11                                                            
CONECT    7   12                                                            
CONECT    8   22                                                            
CONECT    9   10   21                                                       
CONECT   10    9   11    2                                                  
CONECT   11   10   12   13    6                                             
CONECT   12   11   16    7   22                                             
CONECT   13   14   17    3   11                                             
CONECT   14   13   15   20    5                                             
CONECT   15   14   16                                                       
CONECT   16   15   12                                                       
CONECT   17   18   13                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20    4                                                  
CONECT   20   19   14                                                       
CONECT   21   22   25    9    1                                             
CONECT   22   21   23   12    8                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   26   30   21   24                                             
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26                                                            
CONECT   30   25                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
b-Cortol	Generator
Β-cortol	Generator
(3alpha,5beta,11beta,20R) Pregnane-3,11,17,20,21-pentol	HMDB
3alpha,11beta,17,20beta,21-Pentahydroxypregnane	HMDB
5beta-Pregnan-3alpha,11beta,20,20beta,21-pentol	HMDB
5beta-Pregnane-3alpha,11beta,17,20beta,21-pentol 20beta-cortol	HMDB
5beta-Pregnane-3alpha,11beta,17alpha,20beta,21-pentol	HMDB
Cortol-20beta	HMDB
Pregnane-3alpha,11beta,17,20beta,21-pentol	HMDB
(3alpha,5beta,11beta,20R)-Pregnane-3,11,17,20,21-pentol	HMDB
(3Α,5β,11β,20R)-pregnane-3,11,17,20,21-pentol	HMDB
20beta-Cortol	HMDB
20Β-cortol	HMDB
3Α,11β,17,20β,21-pentahydroxypregnane	HMDB
5beta-Pregnane-3alpha,11beta,17,20beta,21-pentol	HMDB
5Β-pregnan-3α,11β,20,20β,21-pentol	HMDB
5Β-pregnane-3α,11β,17,20β,21-pentol	HMDB
5Β-pregnane-3α,11β,17α,20β,21-pentol	HMDB
Cortol-20β	HMDB
Pregnane-3α,11β,17,20β,21-pentol	HMDB
beta-Cortol	HMDB

Chemical Formula

C₂₁H₃₆O₅

Average Mass

368.5075 Da

Monoisotopic Mass

368.25627 Da

IUPAC Name

(1S,2S,5R,7R,10S,11S,14R,15S,17S)-14-[(1R)-1,2-dihydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14,17-triol

Traditional Name

(1S,2S,5R,7R,10S,11S,14R,15S,17S)-14-[(1R)-1,2-dihydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14,17-triol

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@](O)([C@H](O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C21H36O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-18,22-26H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,17-,18-,19+,20+,21+/m1/s1

InChI Key

FFPUNPBUZDTHJI-ZFOKFBPFSA-N

Experimental Spectra

Not Available

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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents

Substituents

Progestogin-skeleton
21-hydroxysteroid
Pregnane-skeleton
3-hydroxysteroid
11-beta-hydroxysteroid
11-hydroxysteroid
3-alpha-hydroxysteroid
17-hydroxysteroid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Polyol
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

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	1.43	ALOGPS
logP	0.5	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	12.99	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	101.15 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	98.37 m³·mol⁻¹	ChemAxon
Polarizability	41.77 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0005821

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439451

PDB ID

Not Available

ChEBI ID

17505

Good Scents ID

Not Available

References

General References

Jung BH, Bai SW, Chung BC: Endogenous urinary steroids in premenopausal women with uterine leiomyomas. Int J Gynaecol Obstet. 2004 Jan;84(1):55-60. doi: 10.1016/s0020-7292(03)00336-9. [PubMed:14698830 ]
Vrbanac JJ, Sweeley CC, Pinkston JD: Automated metabolic profiling analysis of urinary steroids by a gas chromatography mass spectrometry data system. Biomed Mass Spectrom. 1983 Mar;10(3):155-61. doi: 10.1002/bms.1200100309. [PubMed:6850067 ]
Shamim W, Yousufuddin M, Bakhai A, Coats AJ, Honour JW: Gender differences in the urinary excretion rates of cortisol and androgen metabolites. Ann Clin Biochem. 2000 Nov;37 ( Pt 6):770-4. doi: 10.1258/0004563001900084. [PubMed:11085621 ]

Showing NP-Card for beta-Cortol (NP0087418)

MOL for NP0087418 (beta-Cortol)

3D MOL for NP0087418 (beta-Cortol)

3D SDF for NP0087418 (beta-Cortol)

3D-SDF for NP0087418 (beta-Cortol)

PDB for NP0087418 (beta-Cortol)

3D PDB for NP0087418 (beta-Cortol)

SMILES for NP0087418 (beta-Cortol)

INCHI for NP0087418 (beta-Cortol)

Structure for NP0087418 (beta-Cortol)

3D Structure for NP0087418 (beta-Cortol)