Summary

IMPPAT Phytochemical identifier: IMPHY009207

Phytochemical name: Prostratin A

Synonymous chemical names:
prostratin a

External chemical identifiers:
CID:16167428

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Chemical structure information

SMILES:
O=C(c1cc(O)c(c(c1Oc1cc2c(=O)oc3c4c2c(c1O)oc(=O)c4cc(c3O)O)O)O)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3-c3c(C(=O)O[C@H]2[C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c3O)O)O)O

InChI:
InChI=1S/C55H34O34/c56-18-1-11(2-19(57)32(18)64)48(74)87-46-43-27(10-81-50(76)13-5-22(60)34(66)39(71)28(13)29-14(51(77)84-43)6-23(61)35(67)40(29)72)83-55(47(46)88-49(75)12-3-20(58)33(65)21(59)4-12)89-54(80)17-8-24(62)36(68)41(73)42(17)82-26-9-16-31-30-15(52(78)86-45(31)38(26)70)7-25(63)37(69)44(30)85-53(16)79/h1-9,27,43,46-47,55-73H,10H2/t27-,43-,46+,47-,55+/m1/s1

InChIKey:
GCTGOPREYZERRE-MSRTUNQZSA-N

DeepSMILES:
O=CcccO)ccc6Occcc=O)occc6cc%10O))oc=O)c6ccc%10O))O)))))))))))))))))O))O)))))O[C@@H]O[C@@H]COC=O)cccO)ccc6-ccC=O)O[C@H]%15[C@@H][C@H]%19OC=O)cccO)ccc6)O))O))))))))OC=O)cccO)ccc6)O))O)))))))))))ccO)cc6O))O)))))))O))O

Functional groups:
c=O, cC(=O)OC, cC(=O)O[C@@H](C)OC, cO, cOc, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(OC1C(OC(=O)c2ccccc2Oc2cc3oc(=O)c4cccc5oc(=O)c(c2)c3c54)OC2COC(=O)c3ccccc3-c3ccccc3C(=O)OC2C1OC(=O)c1ccccc1)c1ccccc1

Scaffold Graph/Node level:
OC(OC1C(OC(O)C2CCCCC2OC2CC3OC(O)C4CCCC5OC(O)C(C2)C3C54)OC2COC(O)C3CCCCC3C3CCCCC3C(O)OC2C1OC(O)C1CCCCC1)C1CCCCC1

Scaffold Graph level:
CC(CC1C(CC(C)C2CCCCC2CC2CC3CC(C)C4CCCC5CC(C)C(C2)C3C54)CC2CCC(C)C3CCCCC3C3CCCCC3C(C)CC2C1CC(C)C1CCCCC1)C1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Tannins

ClassyFire Subclass: Hydrolyzable tannins

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenolic acids (C6-C1)

NP Classifier Class: Gallotannins

NP-Likeness score: 1.117

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Chemical structure download