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  3. [(2S,3R)-2-[(1R,2R,3R)-3-[(4S,4aS,6S,8aS)-4,6-dihydroxy-8a-methyl-1-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-6-methyl-5-methylideneheptan-3-yl] acetate

SCS-C005714

[(2S,3R)-2-[(1R,2R,3R)-3-[(4S,4aS,6S,8aS)-4,6-dihydroxy-8a-methyl-1-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-6-methyl-5-methylideneheptan-3-yl] acetate

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

Structure of [(2S,3R)-2-[(1R,2R,3R)-3-[(4S,4aS,6S,8aS)-4,6-dihydroxy-8a-methyl-1-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-6-methyl-5-methylideneheptan-3-yl] 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.
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Source Information

Sinularia nanolobata (soft coral)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sinulariidae Genus Sinularia Species Sinularia nanolobata
Xiaoliuqiu Island
DOI: 10.1039/c4np00144c  · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight
504.7 Da
Threshold ≤ 500
ALogP
4.61
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:
C30H48O6
Molecular Weight:
504.7080 Da
SMILES:
C=C(C[C@@H](OC(C)=O)[C@@H](C)[C@H]1CC[C@@H](C2=C[C@H](O)[C@H]3C[C@@H](O)CC[C@]3(C)C2=O)[C@]1(C)CCO)C(C)C
InChIKey:
XVOGWHNQXFZIKW-GNVIEPOSSA-N
InChI:
InChI=1S/C30H48O6/c1-17(2)18(3)14-27(36-20(5)32)19(4)23-8-9-24(29(23,6)12-13-31)22-16-26(34)25-15-21(33)10-11-30(25,7)28(22)35/h16-17,19,21,23-27,31,33-34H,3,8-15H2,1-2,4-7H3/t19-,21-,23+,24-,25+,26-,27+,29+,30-/m0/s1
Calculated Properties
ALogP:
4.609 lipophilicity
TPSA:
104.06 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
9
Ring Count:
3 (0 aromatic)
Chiral Centers:
9
Fsp³:
0.8000 fraction sp³ carbon

Database Information

Compound ID:
SCS-C005714
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: CMNPD24128

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged