Summary

IMPPAT Phytochemical identifier: IMPHY014886

Phytochemical name: [(E,6R)-6-[(2S,9R,13R,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate

Synonymous chemical names:
cucurbitacin

External chemical identifiers:
CID:122130491

---

Chemical structure information

SMILES:
CC(=O)OC(/C=C/C(=O)[C@@]([C@H]1[C@H](O)CC2([C@]1(C)CC(=O)[C@@]1(C2CC=C2C1C[C@H](O)C(=O)C2(C)C)C)C)(O)C)(C)C

InChI:
InChI=1S/C32H46O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19-22,25,34-35,39H,11,14-16H2,1-9H3/b13-12+/t19?,20-,21+,22?,25-,29?,30+,31-,32-/m0/s1

InChIKey:
IXQKXEUSCPEQRD-LTWLCXHNSA-N

DeepSMILES:
CC=O)OC/C=C/C=O)[C@@][C@H][C@H]O)CC[C@]5C)CC=O)[C@@]C6CC=CC6C[C@H]O)C=O)C6C)C))))))))))C)))))C)))))O)C)))))C)C

Functional groups:
C/C=C/C(C)=O, CC(C)=O, CC=C(C)C, CO, COC(C)=O

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CCC2C(=CCC3C4CCCC4CC(=O)C23)C1

Scaffold Graph/Node level:
OC1CCC2C(CCC3C4CCCC4CC(O)C23)C1

Scaffold Graph level:
CC1CCC2C(CCC3C4CCCC4CC(C)C23)C1

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Steroids and steroid derivatives

ClassyFire Subclass: Cucurbitacins

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Cucurbitane triterpenoids, Lanostane, Tirucallane and Euphane triterpenoids

NP-Likeness score: 3.055

---

Chemical structure download