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  3. [(3S,5R,6R,8S,9S,10R,13S,14S,17R)-17-[(2R,5S)-6-acetyloxy-5,6-dimethylheptan-2-yl]-3,5,6-trihydroxy-10-methyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-13-yl]methyl acetate

SCS-C005498

[(3S,5R,6R,8S,9S,10R,13S,14S,17R)-17-[(2R,5S)-6-acetyloxy-5,6-dimethylheptan-2-yl]-3,5,6-trihydroxy-10-methyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-13-yl]methyl acetate

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids | Ergostane steroids
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Chemical Structure

Structure of [(3S,5R,6R,8S,9S,10R,13S,14S,17R)-17-[(2R,5S)-6-acetyloxy-5,6-dimethylheptan-2-yl]-3,5,6-trihydroxy-10-methyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-13-yl]methyl acetate
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Sarcophyton sp. (soft coral)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Sarcophyton Species NA
South China Sea
DOI: 10.1039/c4np00144c  · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight
550.8 Da
Threshold ≤ 500
ALogP
5.03
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:
C32H54O7
Molecular Weight:
550.7770 Da
SMILES:
CC(=O)OC[C@]12CC[C@H]3[C@@H](C[C@@H](O)[C@@]4(O)C[C@@H](O)CC[C@]34C)[C@@H]1CC[C@@H]2[C@H](C)CC[C@H](C)C(C)(C)OC(C)=O
InChIKey:
YWMNATMVODRTDV-WCGSWURLSA-N
InChI:
InChI=1S/C32H54O7/c1-19(8-9-20(2)29(5,6)39-22(4)34)25-10-11-27-24-16-28(36)32(37)17-23(35)12-14-30(32,7)26(24)13-15-31(25,27)18-38-21(3)33/h19-20,23-28,35-37H,8-18H2,1-7H3/t19-,20+,23+,24-,25-,26+,27+,28-,30-,31+,32+/m1/s1
Calculated Properties
ALogP:
5.029 lipophilicity
TPSA:
113.29 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
8
Ring Count:
4 (0 aromatic)
Chiral Centers:
11
Fsp³:
0.9375 fraction sp³ carbon

Database Information

Compound ID:
SCS-C005498
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids Ergostane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD24186

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged