ESULATIN B

ID: ALA311751

Max Phase: Preclinical

Molecular Formula: C30H40O12

Molecular Weight: 592.64

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Representations

Synonyms (1): Esulatin B
Synonyms from Alternative Forms(1):

Canonical SMILES: C=C1[C@H](OC(C)=O)CC(=O)C(C)(C)/C=C/[C@@H](C)C(=O)[C@@]2(OC(C)=O)C[C@@](C)(OC(C)=O)[C@H](OC(C)=O)[C@@H]2[C@H]1OC(C)=O

Standard InChI: InChI=1S/C30H40O12/c1-15-11-12-28(8,9)23(36)13-22(38-17(3)31)16(2)25(39-18(4)32)24-27(40-19(5)33)29(10,41-20(6)34)14-30(24,26(15)37)42-21(7)35/h11-12,15,22,24-25,27H,2,13-14H2,1,3-10H3/b12-11+/t15-,22-,24+,25+,27-,29-,30-/m1/s1

Standard InChI Key: DHHVTLZJOAQUPG-HZGNIPQVSA-N

Associated Targets(Human)

HeLa 62764 Activities

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

Ishikawa 877 Activities

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

MCF7 126967 Activities

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

P-glycoprotein 1 14716 Activities

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

Protein kinase C (PKC) 1010 Activities

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

Natural Product: No	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: No

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: 592.64	Molecular Weight (Monoisotopic): 592.2520	AlogP: 2.74	#Rotatable Bonds: 5
Polar Surface Area: 165.64	Molecular Species: NEUTRAL	HBA: 12	HBD: 0
#RO5 Violations: 2	HBA (Lipinski): 12	HBD (Lipinski): 0	#RO5 Violations (Lipinski): 2
CX Acidic pKa:	CX Basic pKa:	CX LogP: 2.13	CX LogD: 2.13
Aromatic Rings: 0	Heavy Atoms: 42	QED Weighted: 0.26	Np Likeness Score: 2.63

References

1. Hohmann J, Molnár J, Rédei D, Evanics F, Forgo P, Kálmán A, Argay G, Szabó P.. (2002) Discovery and biological evaluation of a new family of potent modulators of multidrug resistance: reversal of multidrug resistance of mouse lymphoma cells by new natural jatrophane diterpenoids isolated from Euphorbia species., 45 (12): [PMID:12036352] [10.1021/jm0111301]
2. Vasas A, Sulyok E, Rédei D, Forgo P, Szabó P, Zupkó I, Berényi Á, Molnár J, Hohmann J.. (2011) Jatrophane diterpenes from Euphorbia esula as antiproliferative agents and potent chemosensitizers to overcome multidrug resistance., 74 (6): [PMID:21612217] [10.1021/np200202h]
3. Tsai JY, Rédei D, Forgo P, Li Y, Vasas A, Hohmann J, Wu CC.. (2016) Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes., 79 (10): [PMID:27731641] [10.1021/acs.jnatprod.6b00603]