SCS-C005645
17-dehydroxyholothurinoside A
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Lanostane, Tirucallane and Euphane triterpenoids
Glycoside
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Holothuria grisea
(NA)
Original source name: Holothuria (Halodeima) grisea
Kingdom
Metazoa
Phylum
Echinodermata
Class
Holothuroidea
Order
Aspidochirotida
Family
Holothuriidae
Genus
Holothuria
Species
Holothuria grisea
Guangzhou
DOI:
10.1002/hlca.200890158
· Natural Product Reports
Drug-likeness (Lipinski Ro5)
Molecular Weight
1265.4 Da
Threshold ≤ 500
ALogP
-3.38
Threshold ≤ 5
H-Bond Donors
14
Threshold ≤ 5
H-Bond Acceptors
28
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C60H96O28
Molecular Weight:
1265.4000 Da
SMILES:
CO[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O[C@H]4[C@H](O[C@H]5CC[C@]6(C)C7=C[C@H](O)[C@]89C(=O)O[C@@](C)(C%10CCC(C)(C)O%10)[C@H]8CC[C@@]9(C)[C@@H]7CC[C@H]6C5(C)C)OC[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H]4O)O[C@@H]3C)O[C@H](CO)[C@H]2O)O[C@H](CO)[C@H]1O
InChIKey:
QNJQNJVTBLMYPQ-SLRXHSTDSA-N
InChI:
InChI=1S/C60H96O28/c1-23-45(84-52-44(74)47(37(67)28(21-63)81-52)85-51-43(73)46(76-9)36(66)27(20-62)80-51)40(70)42(72)49(78-23)86-48-38(68)29(82-50-41(71)39(69)35(65)26(19-61)79-50)22-77-53(48)83-33-14-16-57(6)25-18-32(64)60-31(59(8,88-54(60)75)34-13-15-55(2,3)87-34)12-17-58(60,7)24(25)10-11-30(57)56(33,4)5/h18,23-24,26-53,61-74H,10-17,19-22H2,1-9H3/t23-,24-,26-,27-,28-,29-,30+,31-,32+,33+,34?,35-,36-,37-,38+,39+,40-,41-,42-,43-,44-,45-,46+,47+,48-,49+,50+,51+,52+,53+,57-,58+,59-,60+/m1/s1
Calculated Properties
ALogP:
-3.382 lipophilicity
TPSA:
420.28 Ų polar surface area
H-Bond Donors:
14
H-Bond Acceptors:
28
Rotatable Bonds:
15
Ring Count:
11
(0 aromatic)
Chiral Centers:
34
Fsp³:
0.9500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005645
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Lanostane, Tirucallane and Euphane triterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.