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  3. (1S,2R,5S,7R,9S,12R,15R,16R)-2,16-dimethyl-15-[(E,2R)-5-methylhex-3-en-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol

SCS-C005423

(1S,2R,5S,7R,9S,12R,15R,16R)-2,16-dimethyl-15-[(E,2R)-5-methylhex-3-en-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol

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

Structure of (1S,2R,5S,7R,9S,12R,15R,16R)-2,16-dimethyl-15-[(E,2R)-5-methylhex-3-en-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol
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Download: SDF SMILES

Source Information

Ircinia aruensis (NA)
Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Irciniidae Genus Ircinia Species Ircinia aruensis
Guangdong coast
DOI: 10.1016/j.steroids.2008.01.009  · Steroids

Drug-likeness (Lipinski Ro5)

Molecular Weight
384.6 Da
Threshold ≤ 500
ALogP
5.91
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C26H40O2
Molecular Weight:
384.6040 Da
SMILES:
CC(C)/C=C/[C@@H](C)[C@H]1CC[C@H]2C3=C[C@@H]4O[C@@]45C[C@@H](O)CC[C@]5(C)[C@H]3CC[C@]12C
InChIKey:
LNXZHBIVLDLUIO-UGYFUHEHSA-N
InChI:
InChI=1S/C26H40O2/c1-16(2)6-7-17(3)20-8-9-21-19-14-23-26(28-23)15-18(27)10-13-25(26,5)22(19)11-12-24(20,21)4/h6-7,14,16-18,20-23,27H,8-13,15H2,1-5H3/b7-6+/t17-,18+,20-,21+,22+,23+,24-,25-,26+/m1/s1
Calculated Properties
ALogP:
5.906 lipophilicity
TPSA:
32.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
3
Ring Count:
5 (0 aromatic)
Chiral Centers:
9
Fsp³:
0.8462 fraction sp³ carbon

Database Information

Compound ID:
SCS-C005423
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: CMNPD18119

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged