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  3. (6R)-6-[(3S,4S,5S,9R,10S,13R,14R,17R)-3-hydroxy-4,10,13-trimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptan-4-one

SCS-C003794

(6R)-6-[(3S,4S,5S,9R,10S,13R,14R,17R)-3-hydroxy-4,10,13-trimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptan-4-one

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

Structure of (6R)-6-[(3S,4S,5S,9R,10S,13R,14R,17R)-3-hydroxy-4,10,13-trimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptan-4-one
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Source Information

Nephthea sp. (NA)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Nephtheidae Genus Nephthea Species NA
Sanya Bay
DOI: 10.1016/j.steroids.2007.07.006  · Steroids

Drug-likeness (Lipinski Ro5)

Molecular Weight
426.7 Da
Threshold ≤ 500
ALogP
6.98
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C29H46O2
Molecular Weight:
426.6850 Da
SMILES:
C=C(C(=O)C[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4[C@H](C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C
InChIKey:
RWQNVDQAJWBQSC-NJOHYJENSA-N
InChI:
InChI=1S/C29H46O2/c1-17(2)19(4)27(31)16-18(3)22-10-11-24-21-8-9-23-20(5)26(30)13-15-29(23,7)25(21)12-14-28(22,24)6/h8,17-18,20,22-26,30H,4,9-16H2,1-3,5-7H3/t18-,20+,22-,23+,24+,25+,26+,28-,29+/m1/s1
Calculated Properties
ALogP:
6.980 lipophilicity
TPSA:
37.30 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
5
Ring Count:
4 (0 aromatic)
Chiral Centers:
9
Fsp³:
0.8276 fraction sp³ carbon

Database Information

Compound ID:
SCS-C003794
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: CMNPD17317

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged