PRIMULANIN

ID: ALA218412

Max Phase: Preclinical

Molecular Formula: C46H74O17

Molecular Weight: 899.08

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Representations

Synonyms (1): Primulanin
Synonyms from Alternative Forms(1):

Canonical SMILES: CC1(C)[C@@H](O[C@@H]2OC[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)CC[C@]2(C)[C@H]3CC[C@]45OC[C@@]6(CC[C@](C)(C=O)C[C@H]64)[C@H](O)C[C@@]5(C)[C@]3(C)CC[C@@H]12

Standard InChI: InChI=1S/C46H74O17/c1-40(2)25-7-11-43(5)26(8-12-46-27-15-41(3,20-48)13-14-45(27,21-59-46)28(50)16-44(43,46)6)42(25,4)10-9-29(40)62-37-35(56)32(53)24(19-58-37)61-39-36(33(54)31(52)23(17-47)60-39)63-38-34(55)30(51)22(49)18-57-38/h20,22-39,47,49-56H,7-19,21H2,1-6H3/t22-,23-,24+,25+,26-,27-,28-,29+,30+,31-,32+,33+,34-,35-,36-,37+,38+,39+,41+,42+,43-,44+,45-,46+/m1/s1

Standard InChI Key: JFAKXPCWZPQXLP-KASLOCEDSA-N

Associated Targets(Human)

HL-60 67320 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A549 127892 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HepG2 196354 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Bel-7402 4577 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HCT-8 3484 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: Yes	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 899.08	Molecular Weight (Monoisotopic): 898.4926	AlogP: 0.28	#Rotatable Bonds: 8
Polar Surface Area: 263.75	Molecular Species: NEUTRAL	HBA: 17	HBD: 9
#RO5 Violations: 3	HBA (Lipinski): 17	HBD (Lipinski): 9	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.89	CX Basic pKa:	CX LogP: 0.36	CX LogD: 0.36
Aromatic Rings: 0	Heavy Atoms: 63	QED Weighted: 0.12	Np Likeness Score: 2.70

References

1. Chang X, Li W, Jia Z, Satou T, Fushiya S, Koike K.. (2007) Biologically active triterpenoid saponins from Ardisia japonica., 70 (2): [PMID:17243725] [10.1021/np0604681]
2. Li Q, Li W, Hui LP, Zhao CY, He L, Koike K.. (2012) 13,28-Epoxy triterpenoid saponins from Ardisia japonica selectively inhibit proliferation of liver cancer cells without affecting normal liver cells., 22 (19): [PMID:22940450] [10.1016/j.bmcl.2012.08.027]
3. Mu LH, Huang CL, Zhou WB, Guo DH, Liu P.. (2013) Methanolysis of triterpenoid saponin from Ardisia gigantifolia stapf. and structure-activity relationship study against cancer cells., 23 (22): [PMID:24095094] [10.1016/j.bmcl.2013.09.029]