SCS-C004366

(4R,5S,8R,9S,10S,13R,14S,17R)-17-[(2R,5S)-5-hydroxy-6-methylhept-6-en-2-yl]-4,5,9,13,14-pentamethyl-1,2,4,6,7,8,10,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

Pathway: Terpenoids Superclass: Triterpenoids Class: Lanostane, Tirucallane and Euphane triterpenoids | Shionane triterpenoids

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Chemical Structure

Structure of (4R,5S,8R,9S,10S,13R,14S,17R)-17-[(2R,5S)-5-hydroxy-6-methylhept-6-en-2-yl]-4,5,9,13,14-pentamethyl-1,2,4,6,7,8,10,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

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Source Information

Talipariti tiliaceum (NA)

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Malvales Family Malvaceae Genus Talipariti Species Talipariti tiliaceum

South China Sea

DOI: 10.1002/hlca.200890088 · Helvetica Chimica Acta

Drug-likeness (Lipinski Ro5)

Molecular Weight

442.7 Da

Threshold ≤ 500

ALogP

7.59

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H50O2

Molecular Weight:

442.7280 Da

SMILES:

C=C(C)[C@@H](O)CC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@@]4(C)[C@@H](CCC(=O)[C@@H]4C)[C@]3(C)CC[C@]12C

InChIKey:

                        MXYLDIMUQWJSEO-UEIKSHJVSA-N
                        
                    

InChI:

InChI=1S/C30H50O2/c1-19(2)23(31)10-9-20(3)22-13-16-30(8)26-14-15-27(5)21(4)24(32)11-12-25(27)28(26,6)17-18-29(22,30)7/h20-23,25-26,31H,1,9-18H2,2-8H3/t20-,21+,22-,23+,25-,26-,27-,28+,29-,30+/m1/s1

Calculated Properties

ALogP:

7.594 lipophilicity

TPSA:

37.30 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.9000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004366

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Triterpenoids

NPClassifier Class:

Lanostane, Tirucallane and Euphane triterpenoids Shionane triterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD18550

Biological Activity Data

No bioactivity data available for this compound.

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