Summary

IMPPAT Phytochemical identifier: IMPHY012887

Phytochemical name: Reciniferatoxin

Synonymous chemical names:
resiniferatoxin

External chemical identifiers:
CID:5702546, ChEMBL:CHEMBL17976, ChEBI:8809, ZINC:ZINC000004262463, FDASRS:A5O6P1UL4I, SureChEMBL:SCHEMBL17792942

---

Chemical structure information

SMILES:
COc1cc(ccc1O)CC(=O)OCC1=C[C@H]2[C@H]3O[C@]4(O[C@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)[C@@H](C[C@@]3(O4)C(=C)C)C)Cc1ccccc1

InChI:
InChI=1S/C37H40O9/c1-21(2)35-17-23(4)37-27(33(35)44-36(45-35,46-37)19-24-9-7-6-8-10-24)14-26(18-34(41)30(37)13-22(3)32(34)40)20-43-31(39)16-25-11-12-28(38)29(15-25)42-5/h6-15,23,27,30,33,38,41H,1,16-20H2,2-5H3/t23-,27+,30-,33-,34-,35-,36-,37-/m1/s1

InChIKey:
DSDNAKHZNJAGHN-MXTYGGKSSA-N

DeepSMILES:
COcccccc6O))))CC=O)OCC=C[C@H][C@H]O[C@]O[C@]6[C@H][C@@]C%11)O)C=O)C=C5)C)))))[C@@H]C[C@@]8O7)C=C)C))))C))))Ccccccc6

Functional groups:
C=C(C)C, CC(C)=CC, CC1=CCCC1=O, CO, COC(C)=O, C[C@@]1(OC)OCCO1, cO, cOC

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(Cc1ccccc1)OCC1=CC2C3OC4(Cc5ccccc5)OC3CCC2(O4)C2C=CC(=O)C2C1

Scaffold Graph/Node level:
OC(CC1CCCCC1)OCC1CC2C(O)CCC2C23CCC4OC(CC5CCCCC5)(OC4C2C1)O3

Scaffold Graph level:
CC(CCC1CC2C(C)CCC2C23CCC4CC(CC5CCCCC5)(CC4C2C1)C3)CC1CCCCC1

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Diterpenoids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Diterpenoids

NP Classifier Class: Daphnane diterpenoids

NP-Likeness score: 2.44

---

Chemical structure download