NP-MRD: Showing NP-Card for (1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol (NP0326435)

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Record Information

Version

2.0

Created at

2022-09-12 07:58:47 UTC

Updated at

2022-09-12 07:58:47 UTC

NP-MRD ID

NP0326435

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

Description

24-[(E)-Ethylidene]-5alpha-lanosta-8-ene-3beta-ol belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. (1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol is found in Litsea sericea. Based on a literature review very few articles have been published on 24-[(E)-Ethylidene]-5alpha-lanosta-8-ene-3beta-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 87 90  0  0  0  0  0  0  0  0999 V2000
    4.2826    2.0209    0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4272    1.6670   -0.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8668    0.5259   -0.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3354   -0.7783   -0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1374   -1.1563    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8177   -0.8118   -0.2054 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7076   -1.4969   -1.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6748   -1.4417    0.6104 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7341   -0.9851    2.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3634   -0.4536    2.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5100   -1.1374    1.4123 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7026   -2.5636    1.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7755   -0.4044    1.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3955   -0.7652    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185   -1.8115   -0.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3112   -1.8187   -0.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3422   -0.9780    0.1426 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3702    0.4812   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6816   -0.1615   -0.4359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4237    0.6352   -1.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6872   -1.2596   -0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8634   -0.5561   -1.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5077    0.4431   -0.5184 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1976    1.3582   -1.3503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6165    1.2324    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4323    2.6630   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3590    1.3727    1.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3153    0.5762    0.6878 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2991    1.5182    1.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3106    0.6353    2.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1388    0.5223   -1.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1822   -0.2530   -0.7420 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6278    1.8909   -1.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6274    2.9218    1.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4335    2.4323   -0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9428    1.3211    1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0068    2.5713   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2212   -1.3849    0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4241   -1.3731   -1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1567   -2.3332    0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2443   -0.9115    1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6413    0.2337   -0.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741   -2.4610   -1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7043   -1.7631   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572   -0.8111   -2.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8290   -2.5263    0.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484   -0.2048    2.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8840   -1.8935    2.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0503   -0.7820    3.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    0.6363    2.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2067   -3.3009    1.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8029   -2.8174    1.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3457   -2.7751    2.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1790   -1.6755   -1.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2529   -2.7896   -0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0240   -2.8968   -0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0467   -1.4772   -1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7804    0.6784   -1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225    1.0184    0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6396    0.9410   -0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2338    1.3216   -1.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3296   -0.0950   -2.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4735    1.1856   -1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2830   -1.9646   -1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0176   -1.7383    0.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5704   -0.1476   -2.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6179   -1.3575   -1.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3371   -0.0788    0.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8339    1.3466   -2.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3645    2.9469   -0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9135    3.4159    0.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9383    2.7961   -1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8795    2.2014    2.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4034    0.4272    2.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3740    1.7348    1.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5258   -0.1876    1.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7820    2.1645    1.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6869    2.0405    0.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5832    1.3139    2.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9304    0.1139    2.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8875    0.0025   -2.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0438   -0.0612    0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2089   -0.0087   -1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0043   -1.3335   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8783    2.4983   -2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9336    2.3695   -0.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5497    1.8064   -2.3987 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 14 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
  3 31  1  0
 31 32  1  0
 31 33  1  0
 17  8  1  0
 28 19  1  0
 17 11  1  0
 30 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  6
  7 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  1
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 12 51  1  0
 12 52  1  0
 12 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  1
 24 69  1  0
 26 70  1  0
 26 71  1  0
 26 72  1  0
 27 73  1  0
 27 74  1  0
 27 75  1  0
 28 76  1  1
 29 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 31 81  1  0
 32 82  1  0
 32 83  1  0
 32 84  1  0
 33 85  1  0
 33 86  1  0
 33 87  1  0
M  END

View in JSmol

Synonyms

Value	Source
24-[(e)-Ethylidene]-5a-lanosta-8-ene-3b-ol	Generator
24-[(e)-Ethylidene]-5α-lanosta-8-ene-3β-ol	Generator

Chemical Formula

C₃₂H₅₄O

Average Mass

454.7830 Da

Monoisotopic Mass

454.41747 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C32H54O/c1-10-23(21(2)3)12-11-22(4)24-15-19-32(9)26-13-14-27-29(5,6)28(33)17-18-30(27,7)25(26)16-20-31(24,32)8/h10,21-22,24,27-28,33H,11-20H2,1-9H3/b23-10+/t22-,24-,27+,28+,30-,31-,32+/m1/s1

InChI Key

XCGCVXQNARNGON-YMDSFFAFSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Litsea sericea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

Triterpenoid
Stigmastane-skeleton
14-alpha-methylsteroid
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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

Not Available

External Links

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

102510137

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol (NP0326435)

MOL for NP0326435 ((1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol)

3D MOL for NP0326435 ((1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol)

3D SDF for NP0326435 ((1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol)

3D-SDF for NP0326435 ((1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol)

PDB for NP0326435 ((1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol)

3D PDB for NP0326435 ((1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol)

SMILES for NP0326435 ((1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol)

INCHI for NP0326435 ((1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol)

Structure for NP0326435 ((1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol)

3D Structure for NP0326435 ((1r,3ar,5ar,7s,9as,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol)