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  3. (6R)-6-[(3S,4S,5S,9S,10S,11S,13R,17R)-3,11-dihydroxy-4,10,13-trimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptan-4-one

SCS-C003842

(6R)-6-[(3S,4S,5S,9S,10S,11S,13R,17R)-3,11-dihydroxy-4,10,13-trimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptan-4-one

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

Structure of (6R)-6-[(3S,4S,5S,9S,10S,11S,13R,17R)-3,11-dihydroxy-4,10,13-trimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptan-4-one
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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.
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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: 10.1039/b805113p  · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight
444.7 Da
Threshold ≤ 500
ALogP
6.03
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C29H48O3
Molecular Weight:
444.7000 Da
SMILES:
C=C(C(=O)C[C@@H](C)[C@H]1CCC2C3CC[C@H]4[C@H](C)[C@@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C)C(C)C
InChIKey:
RDDMGNKOUXELPS-YAQHOZOHSA-N
InChI:
InChI=1S/C29H48O3/c1-16(2)18(4)25(31)14-17(3)21-10-11-23-20-8-9-22-19(5)24(30)12-13-28(22,6)27(20)26(32)15-29(21,23)7/h16-17,19-24,26-27,30,32H,4,8-15H2,1-3,5-7H3/t17-,19+,20?,21-,22+,23?,24+,26+,27-,28+,29-/m1/s1
Calculated Properties
ALogP:
6.030 lipophilicity
TPSA:
57.53 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
5
Ring Count:
4 (0 aromatic)
Chiral Centers:
11
Fsp³:
0.8966 fraction sp³ carbon

Database Information

Compound ID:
SCS-C003842
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: CMNPD17319

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged