Summary

IMPPAT Phytochemical identifier: IMPHY014388

Phytochemical name: Holothurin A

Synonymous chemical names:
11-keto-boswellic acid

External chemical identifiers:
CID:23675050, FDASRS:1EV65QT62C, SureChEMBL:SCHEMBL241238

---

Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@@H]2[C@@H](C)O[C@H]([C@@H]([C@H]2O)O)O[C@H]2[C@@H](OC[C@H]([C@@H]2O)OS(=O)(=O)[O-])O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@H]2C3=C[C@H](O)[C@]34[C@@]2(C)CC[C@]4(O)[C@](OC3=O)(C)[C@@H]2CCC(O2)(C)C)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)OC)O)O.[Na+]

InChI:
InChI=1S/C54H86O27S.Na/c1-22-39(76-45-38(64)41(33(59)26(20-56)74-45)77-44-37(63)40(70-9)32(58)25(19-55)73-44)35(61)36(62)43(72-22)78-42-34(60)27(81-82(67,68)69)21-71-46(42)75-30-13-15-50(6)24-18-29(57)54-47(65)80-52(8,31-12-14-48(2,3)79-31)53(54,66)17-16-51(54,7)23(24)10-11-28(50)49(30,4)5;/h18,22-23,25-46,55-64,66H,10-17,19-21H2,1-9H3,(H,67,68,69);/q;+1/p-1/t22-,23-,25-,26-,27-,28+,29+,30+,31+,32-,33-,34+,35-,36-,37-,38-,39-,40+,41+,42-,43+,44+,45+,46+,50-,51+,52+,53+,54-;/m1./s1

InChIKey:
KXDQPKMJSMCBEY-VOFJYVFSSA-M

DeepSMILES:
OC[C@H]O[C@@H]O[C@@H][C@@H]C)O[C@H][C@@H][C@H]6O))O))O[C@H][C@@H]OC[C@H][C@@H]6O))OS=O)=O)[O-]))))))O[C@H]CC[C@][C@H]C6C)C))CC[C@@H]C6=C[C@H]O)[C@@][C@@]6C)CC[C@]5O)[C@]OC8=O)))C)[C@@H]CCCO5)C)C))))))))))))))))))C))))))))))))))[C@@H][C@H][C@@H]6O))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))OC)))O)))))))O.[Na+]

Functional groups:
CC=C(C)C, CO, COC, COC(C)=O, COS(=O)(=O)[O-], CO[C@@H](C)OC, CO[C@H](C)OC, [Na+]

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC(C2CCCO2)C2CCC3C4CCC5CC(OC6OCCCC6OC6CCC(OC7CC(OC8CCCCO8)CCO7)CO6)CCC5C4=CCC132

Scaffold Graph/Node level:
OC1OC(C2CCCO2)C2CCC3C4CCC5CC(OC6OCCCC6OC6CCC(OC7CC(OC8CCCCO8)CCO7)CO6)CCC5C4CCC132

Scaffold Graph level:
CC1CC(C2CCCC2)C2CCC3C4CCC5CC(CC6CCCCC6CC6CCC(CC7CCCC(CC8CCCCC8)C7)CC6)CCC5C4CCC123

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene glycosides

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Lanostane, Tirucallane and Euphane triterpenoids

NP-Likeness score: 2.186

---

Chemical structure download