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  3. (3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(3R)-5-propan-2-yl-3,6-dihydro-1,2-dioxin-3-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

SCS-C003068

(3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(3R)-5-propan-2-yl-3,6-dihydro-1,2-dioxin-3-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

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

Structure of (3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(3R)-5-propan-2-yl-3,6-dihydro-1,2-dioxin-3-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
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Source Information

Sinularia flexibilis (soft coral)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sinulariidae Genus Sinularia Species Sinularia flexibilis
Hainan Island
DOI: 10.1016/j.steroids.2006.07.002  · Steroids

Drug-likeness (Lipinski Ro5)

Molecular Weight
428.7 Da
Threshold ≤ 500
ALogP
6.48
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C28H44O3
Molecular Weight:
428.6570 Da
SMILES:
CC(C)C1=C[C@@H]([C@@H](C)[C@H]2CC[C@H]3[C@@H]4CC=C5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@]23C)OOC1
InChIKey:
ZZGAJQHPTXIJPH-AERJHYKLSA-N
InChI:
InChI=1S/C28H44O3/c1-17(2)19-14-26(31-30-16-19)18(3)23-8-9-24-22-7-6-20-15-21(29)10-12-27(20,4)25(22)11-13-28(23,24)5/h6,14,17-18,21-26,29H,7-13,15-16H2,1-5H3/t18-,21-,22-,23+,24-,25-,26-,27-,28+/m0/s1
Calculated Properties
ALogP:
6.475 lipophilicity
TPSA:
38.69 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
3
Ring Count:
5 (0 aromatic)
Chiral Centers:
9
Fsp³:
0.8571 fraction sp³ carbon

Database Information

Compound ID:
SCS-C003068
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD16380

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged