Summary

IMPPAT Phytochemical identifier: IMPHY009015

Phytochemical name: (1R,2S,5S,8S,9R,14R,15R,17R,18S,21S,24R,26S,27S)-5,14,15-trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacos-11-ene-4,10,22,29-tetrone

Synonymous chemical names:
physalin d

External chemical identifiers:
CID:44575286, ChEMBL:CHEMBL502427, ZINC:ZINC000101664529

---

Chemical structure information

SMILES:
O=C1O[C@@H]2C[C@]3([C@@H]1CO[C@@]14C(=O)[C@H]3[C@@]3([C@]2(C)OC(=O)[C@@]3(O)CC[C@H]2[C@H]4C[C@@H](O)[C@@]3([C@@]2(C)C(=O)C=CC3)O)O1)C

InChI:
InChI=1S/C28H32O11/c1-22-10-17-24(3)28-18(22)19(31)27(39-28,36-11-14(22)20(32)37-17)13-9-16(30)25(34)7-4-5-15(29)23(25,2)12(13)6-8-26(28,35)21(33)38-24/h4-5,12-14,16-18,30,34-35H,6-11H2,1-3H3/t12-,13+,14+,16+,17+,18+,22-,23+,24+,25?,26-,27+,28-/m0/s1

InChIKey:
DUGJJSWZRHBJJK-VFNHLTLNSA-N

DeepSMILES:
O=CO[C@@H]C[C@][C@@H]6CO[C@]C=O)[C@H]7[C@@][C@]%11C)OC=O)[C@@]5O)CC[C@H][C@H]%12C[C@@H]O)[C@@][C@@]6C)C=O)C=CC6)))))O))))))))))))O5))))))))C

Functional groups:
CC=CC(C)=O, CO, COC(C)=O, CO[C@]1(C)OCCC1=O

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC2CC3C1COC14OC5(C(CCC6C7C(=O)C=CCC7CCC61)C(=O)OC25)C3C4=O

Scaffold Graph/Node level:
OC1CCCC2CCC3C(CCC4C(O)OC5C6CC7C(COC38OC45C7C8O)C(O)O6)C12

Scaffold Graph level:
CC1CC2CC3C1CCC14CC5(C(CCC6C7C(C)CCCC7CCC61)C(C)CC25)C3C4C

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Steroids and steroid derivatives

ClassyFire Subclass: Physalins and derivatives

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Steroids

NP Classifier Class: Ergostane steroids

NP-Likeness score: 3.961

---

Chemical structure download