Summary

IMPPAT Phytochemical identifier: IMPHY005079

Phytochemical name: Premarrubiin

Synonymous chemical names:
13(r)-premarrubiin, 13(s)-premarrubiin, marrubium premarrubiin, premarrubiin

External chemical identifiers:
CID:168199, ChEBI:8390, ZINC:ZINC000004097942

---

Chemical structure information

SMILES:
O=C1O[C@H]2[C@H]3[C@]1(C)CCC[C@]3(C)[C@]1([C@@H](C2)C)CC[C@]2(O1)COC=C2

InChI:
InChI=1S/C20H28O4/c1-13-11-14-15-17(2,16(21)23-14)5-4-6-18(15,3)20(13)8-7-19(24-20)9-10-22-12-19/h9-10,13-15H,4-8,11-12H2,1-3H3/t13-,14-,15+,17+,18+,19-,20-/m1/s1

InChIKey:
OQLCWZJEAYGVQE-TXWGWWACSA-N

DeepSMILES:
O=CO[C@H][C@H][C@]5C)CCC[C@]6C)[C@][C@@H]C%10)C))CC[C@]O5)COC=C5

Functional groups:
C1=COCC1, CC(=O)OC, COC

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC2CCC3(CCC4(C=COC4)O3)C3CCCC1C23

Scaffold Graph/Node level:
OC1OC2CCC3(CCC4(CCOC4)O3)C3CCCC1C23

Scaffold Graph level:
CC1CC2CCC3(CCC4(CCCC4)C3)C3CCCC1C23

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Lactones

ClassyFire Subclass: Gamma butyrolactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Diterpenoids

NP Classifier Class: Labdane diterpenoids, Norlabdane diterpenoids

NP-Likeness score: 3.741

---

Chemical structure download