Summary

IMPPAT Phytochemical identifier: IMPHY012869

Phytochemical name: Orlandin

Synonymous chemical names:
8,8'-coumarin dimer (orlandin), 8,8-coumarin dimmer(orlandin)

External chemical identifiers:
CID:5484238, ChEBI:64473

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Chemical structure information

SMILES:
COc1cc(=O)oc2c1c(C)cc(c2c1c(O)cc(c2c1oc(=O)cc2OC)C)O

InChI:
InChI=1S/C22H18O8/c1-9-5-11(23)19(21-17(9)13(27-3)7-15(25)29-21)20-12(24)6-10(2)18-14(28-4)8-16(26)30-22(18)20/h5-8,23-24H,1-4H3

InChIKey:
SSGXAFNGBRRLQM-UHFFFAOYSA-N

DeepSMILES:
COccc=O)occ6cC)ccc6ccO)cccc6oc=O)cc6OC))))))))C))))))O

Functional groups:
c=O, cO, cOC, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=c1ccc2cccc(-c3cccc4ccc(=O)oc34)c2o1

Scaffold Graph/Node level:
OC1CCC2CCCC(C3CCCC4CCC(O)OC43)C2O1

Scaffold Graph level:
CC1CCC2CCCC(C3CCCC4CCC(C)CC43)C2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Coumarins and derivatives

ClassyFire Subclass: Hydroxycoumarins

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Coumarins

NP Classifier Class: Simple coumarins

NP-Likeness score: 0.674

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Chemical structure download