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  3. (3S,6R,10R,13R,17R)-17-[(2R,5R)-5-ethyl-6-methylhept-6-en-2-yl]-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6-diol

SCS-C004846

(3S,6R,10R,13R,17R)-17-[(2R,5R)-5-ethyl-6-methylhept-6-en-2-yl]-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6-diol

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

Structure of (3S,6R,10R,13R,17R)-17-[(2R,5R)-5-ethyl-6-methylhept-6-en-2-yl]-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6-diol
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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.
Download: SDF SMILES

Source Information

Laurencia dendroidea (NA)
Kingdom NA Phylum Rhodophyta Class Florideophyceae Order Ceramiales Family Rhodomelaceae Genus Laurencia Species Laurencia dendroidea
South China Sea
DOI: 10.1039/b207130b  · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight
428.7 Da
Threshold ≤ 500
ALogP
6.92
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C29H48O2
Molecular Weight:
428.7010 Da
SMILES:
C=C(C)[C@H](CC)CC[C@@H](C)[C@H]1CCC2C3C[C@@H](O)C4=C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C
InChIKey:
HSSMPUPUFBWVGD-HGQAQEEQSA-N
InChI:
InChI=1S/C29H48O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-17-27(31)26-16-21(30)12-14-29(26,6)25(22)13-15-28(23,24)5/h16,19-25,27,30-31H,2,7-15,17H2,1,3-6H3/t19-,20-,21+,22?,23-,24?,25?,27-,28-,29-/m1/s1
Calculated Properties
ALogP:
6.916 lipophilicity
TPSA:
40.46 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
2
Rotatable Bonds:
6
Ring Count:
4 (0 aromatic)
Chiral Centers:
10
Fsp³:
0.8621 fraction sp³ carbon

Database Information

Compound ID:
SCS-C004846
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Stigmastane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD11766

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged