Summary

IMPPAT Phytochemical identifier: IMPHY000356

Phytochemical name: Acaciaside B

Synonymous chemical names:
acaciaside b

External chemical identifiers:
CID:102094667

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@@](CC/C=C(/C(=O)O[C@H]2C[C@]3(C(=O)O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@@H]([C@H]([C@H]5O)O)O)[C@H]([C@@H]([C@H]4O[C@@H]4OC[C@H]([C@@H]([C@H]4O)O)O)O)O)[C@@H](O)C[C@@]4(C(=CC[C@H]5[C@@]4(C)CC[C@@H]4[C@]5(C)CC[C@@H](C4(C)C)O[C@@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@H]([C@@H]([C@H]5O)O)O)[C@H]([C@@H]([C@H]4O[C@@H]4OC[C@@H]([C@@H]([C@H]4O)O)O)O)O)[C@@H]3CC2(C)C)C)C)(C=C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O

InChI:
InChI=1S/C85H136O43/c1-12-81(8,128-77-68(58(102)53(97)40(26-87)119-77)126-74-63(107)51(95)38(90)29-114-74)19-13-14-32(2)69(110)122-47-24-85(78(111)127-76-67(125-73-62(106)50(94)37(89)28-113-73)60(104)55(99)42(121-76)30-115-70-64(108)56(100)48(92)33(3)117-70)35(22-79(47,4)5)34-15-16-44-82(9)20-18-46(80(6,7)43(82)17-21-83(44,10)84(34,11)23-45(85)91)123-75-66(124-72-61(105)49(93)36(88)27-112-72)59(103)54(98)41(120-75)31-116-71-65(109)57(101)52(96)39(25-86)118-71/h12,14-15,33,35-68,70-77,86-109H,1,13,16-31H2,2-11H3/b32-14+/t33-,35-,36-,37+,38+,39+,40+,41+,42+,43-,44+,45-,46-,47-,48-,49-,50-,51-,52+,53+,54+,55+,56+,57-,58-,59-,60-,61+,62+,63+,64+,65+,66+,67+,68+,70+,71+,72-,73-,74-,75-,76-,77-,81+,82-,83+,84+,85+/m0/s1

InChIKey:
JDBRROFHWPVSFD-OWMANMSFSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@@]CC/C=C/C=O)O[C@H]C[C@]C=O)O[C@@H]O[C@H]CO[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O)))))))[C@H][C@@H][C@H]6O[C@@H]OC[C@H][C@@H][C@H]6O))O))O)))))))O))O)))))))[C@@H]O)C[C@@]C=CC[C@H][C@@]6C)CC[C@@H][C@]6C)CC[C@@H]C6C)C))O[C@@H]O[C@H]CO[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))[C@H][C@@H][C@H]6O[C@@H]OC[C@@H][C@@H][C@H]6O))O))O)))))))O))O)))))))))))))))))[C@@H]6CC%10C)C)))))C)))))))))C)))))C=C))C)))[C@@H][C@H][C@@H]6O))O))O[C@@H]OC[C@H][C@@H][C@H]6O))O))O

Functional groups:
C/C=C(C)C(=O)OC, C=CC, CC=C(C)C, CO, CO[C@@H](C)OC, CO[C@H](C)OC, CO[C@H](C)OC(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=CCCCOC1OCCCC1OC1CCCCO1)OC1CCC2C3=CCC4C5CCC(OC6OC(COC7CCCCO7)CCC6OC6CCCCO6)CC5CCC4C3CCC2(C(=O)OC2OC(COC3CCCCO3)CCC2OC2CCCCO2)C1

Scaffold Graph/Node level:
OC(CCCCCOC1OCCCC1OC1CCCCO1)OC1CCC2C3CCC4C5CCC(OC6OC(COC7CCCCO7)CCC6OC6CCCCO6)CC5CCC4C3CCC2(C(O)OC2OC(COC3CCCCO3)CCC2OC2CCCCO2)C1

Scaffold Graph level:
CC(CCCCCCC1CCCCC1CC1CCCCC1)CC1CCC2C3CCC4C5CCC(CC6CC(CCC7CCCCC7)CCC6CC6CCCCC6)CC5CCC4C3CCC2(C(C)CC2CC(CCC3CCCCC3)CCC2CC2CCCCC2)C1

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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: Oleanane triterpenoids

NP-Likeness score: 1.75

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Chemical structure download