Summary

IMPPAT Phytochemical identifier: IMPHY005702

Phytochemical name: [(1S,8S,10S,11R,13S)-3-hydroxy-4,11,12-trimethoxy-18-oxa-17-azapentacyclo[8.4.3.18,11.01,10.02,7]octadeca-2(7),3,5-trien-13-yl] (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate

Synonymous chemical names:
hernandifoline, stephisoferuline

External chemical identifiers:
CID:21769937

---

Chemical structure information

SMILES:
COc1ccc(cc1O)/C=C/C(=O)O[C@H]1C[C@@]23CCN[C@@]43[C@@](C1OC)(OC)O[C@H](c1c2c(O)c(cc1)OC)C4

InChI:
InChI=1S/C29H33NO9/c1-34-19-8-5-16(13-18(19)31)6-10-23(32)38-22-14-27-11-12-30-28(27)15-21(39-29(28,37-4)26(22)36-3)17-7-9-20(35-2)25(33)24(17)27/h5-10,13,21-22,26,30-31,33H,11-12,14-15H2,1-4H3/b10-6+/t21-,22-,26?,27-,28-,29-/m0/s1

InChIKey:
YYOXLLHHBARIFS-UYKHCPJDSA-N

DeepSMILES:
COcccccc6O)))/C=C/C=O)O[C@H]C[C@]CCN[C@]5[C@@]C9OC)))OC))O[C@H]cc%10cO)ccc6))OC))))))C5

Functional groups:
CNC, COC, CO[C@](C)(C)OC, c/C=C/C(=O)OC, cO, cOC

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CC2OC3CC24NCCC4(C1)c1ccccc13

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CC2OC3CC24NCCC4(C1)C1CCCCC31

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CC2CC3CC24CCCC4(C1)C1CCCCC31

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Hasubanan alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tyrosine alkaloids

NP Classifier Class: Hasubanan alkaloids

NP-Likeness score: 2.281

---

Chemical structure download