Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID000412

Phytochemical name: Narcissin

Synonymous chemical names:
narcissoside, isorhamnetin-3-o-rutinoside, narcissin

External chemical identifiers:
CID:CID_5481663, ChEMBL:CHEMBL258394, ChEBI:CHEBI:145096, ZINC:ZINC000004349406, FDASRS:N4AX11L1TF, SureChEMBL:SCHEMBL7167500, MolPort-027-720-893

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Chemical structure information

SMILES:
COc1cc(ccc1O)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)O

InChI:
InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(41-9)40-8-16-19(33)22(36)24(38)28(43-16)44-26-20(34)17-13(31)6-11(29)7-15(17)42-25(26)10-3-4-12(30)14(5-10)39-2/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3/t9-,16+,18-,19+,21+,22-,23+,24+,27+,28-/m0/s1

InChIKey:
UIDGLYUNOUKLBM-GEBJFKNCSA-N

DeepSMILES:
COcccccc6O))))cocccO)ccc6c=O)c%10O[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))O))O)))))))))O

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

Link to spectral information:
MSBNK-RIKEN_ReSpect-PS042010, MSBNK-RIKEN_ReSpect-PS042011, MSBNK-RIKEN_ReSpect-PS042012, MSBNK-RIKEN_ReSpect-PS091201, MSBNK-RIKEN_ReSpect-PS091202, MSBNK-RIKEN_ReSpect-PS091203, MSBNK-RIKEN_ReSpect-PS091204, MSBNK-RIKEN_ReSpect-PS091207, MSBNK-RIKEN_ReSpect-PS091206, MSBNK-RIKEN_ReSpect-PS091208, MSBNK-RIKEN_ReSpect-PS091209, MSBNK-RIKEN_ReSpect-PS091210, MSBNK-RIKEN_ReSpect-PS091211, MSBNK-RIKEN_ReSpect-PS091212, MSBNK-RIKEN_ReSpect-PS042009, MSBNK-RIKEN_ReSpect-PS091205, MSBNK-RIKEN_ReSpect-PS042008, MSBNK-RIKEN-PR040102, MSBNK-RIKEN_ReSpect-PS042006, MSBNK-RIKEN-PR020050, MSBNK-RIKEN_ReSpect-PS042007, MSBNK-RIKEN-PR040100, MSBNK-RIKEN-PR040101, MSBNK-RIKEN-PR040103, MSBNK-RIKEN-PR040104, MSBNK-RIKEN-PR100241, MSBNK-RIKEN-PR040099, MSBNK-RIKEN-PR100659, MSBNK-RIKEN_ReSpect-PM000324, MSBNK-RIKEN_ReSpect-PS042001, MSBNK-RIKEN_ReSpect-PS042002, MSBNK-RIKEN_ReSpect-PS042003, MSBNK-RIKEN_ReSpect-PS042004, MSBNK-RIKEN_ReSpect-PS042005, MSBNK-RIKEN-PR100658

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=c1c(OC2CCCC(COC3CCCCO3)O2)c(-c2ccccc2)oc2ccccc12

Scaffold Graph/Node level:
OC1C2CCCCC2OC(C2CCCCC2)C1OC1CCCC(COC2CCCCO2)O1

Scaffold Graph level:
CC1C2CCCCC2CC(C2CCCCC2)C1CC1CCCC(CCC2CCCCC2)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Flavonoids

ClassyFire Subclass: Flavonoid glycosides

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Flavonoids

NP Classifier Class: Flavonols

NP-Likeness score: 1.934

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Chemical structure download