13849-91-7

Basic information

• Product Name: POMOLIC ACID
• Synonyms: POMOLIC ACID;3β,19-Dihydroxy-5α-urs-12-en-28-oic acid;3β,19-Dihydroxyurs-12-en-28-oic acid;3β,19α-Dihydroxyurs-12-ene-28-oic acid;Benthamic acid
• CAS NO: 13849-91-7
• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.7
• Product Categories: Miscellaneous Natural Products;Triterpenoids
• Mol File: 13849-91-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 297-299 °C(Solv: chloroform (67-66-3); methanol (67-56-1))
• Boiling Point: 586.2 °C at 760 mmHg
• Flash Point: 322.4 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 3.49E-16mmHg at 25°C
• Refractive Index: 1.568
• PKA: 4.48±0.70(Predicted)
• CAS DataBase Reference: POMOLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: POMOLIC ACID(13849-91-7)
• EPA Substance Registry System: POMOLIC ACID(13849-91-7)

Safety Data

• Hazardous Substances Data: 13849-91-7(Hazardous Substances Data)

Usage

Uses

Pomolic Acid is a pentacyclic triterpene isolated from Euscaphis japonica and an inhibitor of CXCR4. It exhibits anti-cancer and anti-viral properties against MCF7 human breast cancer cells and HIV, respectively. Pomolic Acid can be a promising therapeutic agent for the treatment of cancer metastasis.

InChI:InChI=1/C30H48O4/c1-18-10-15-30(24(32)33)17-16-27(5)19(23(30)29(18,7)34)8-9-21-26(4)13-12-22(31)25(2,3)20(26)11-14-28(21,27)6/h8,18,20-23,31,34H,9-17H2,1-7H3,(H,32,33)/t18-,20?,21-,22+,23+,26+,27-,28-,29-,30+/m1/s1

Upstream product

• 108906-69-0 ilexsaponin B₂ 
• 83725-19-3 ilexsaponin B₁ 
• 13850-16-3 euscaphic acid 
• 53155-25-2 tormentic acid 
• 121467-43-4 3β,19α,23-trihydroxyurs-12-en-28-oic acid 
• 83725-24-0 3β,19α-dihydroxyurs-12-en-28-oic acid 28-β-D-glucopyranosyl ester 
• 145022-84-0 Ilexoside VIII 
• 145022-82-8 Ilexoside VI 
• 145022-83-9 Ilexoside VII 
• 145022-81-7 Ilexoside V 

Downstream Products

• 14511-72-9 pomolic acid 3β-acetate 
• 14511-72-9 (1R,2S,4aS,6aS,6bR,10S,12aR,14bS)-1,10-Dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester 
• 6812-98-2 3β-hydroxyurs-12,19(20)-dien-28-oic acid 
• 13849-90-6 pomonic acid 

Relevant articles and documents

En route to anti-glioblastoma active pomolic acid

Tormentic acid (3) can be easily photo-reduced by Saito's procedure and is an ideal starting material for the straightforward synthesis of pomolic acid (1).

Triterpenoid saponins from Ilex mamillata C.Y. Wu ex C.J. Tseng

Two new triterpenoid saponins, ilemaminosides A and B (1 and 2) along with six known saponins (3-8) were isolated from 70% ethanolic extract of the leaves of Ilex mamillata C.Y. Wu ex C.J. Tseng. The new saponins were characterised as 3-O -α- L-arabinopyranosyl-ilexgenin B (1) and 3-O-β-D- glucopyranosyl-(1→3) -α-L-arabinopyranosyl-ilexgenin B (2). The structures of compounds 1 and 2 were elucidated on the basis of the chemical and spectroscopic methods, and the structures of known compounds were identified by comparison of their spectroscopic data with those reported in the literature. The compounds showed inhibitory activities in anti-inflammatory assay invitro with IC50 values in the range 25.37-38.33gmL1.

Triterpenoid saponins from Ilex latifolia

Three new triterpenoid saponins, latifolosides F, G, H were isolated from the leaves of Ilex latifolia. Their structures were elucidated on the basis of chemical and spectral evidence. Latifoloside F was determined to be 3-O-[α-L-rhamnopyranosyl(1-2)]-[β-D-glucopyranosyl(1-3)-]-α-L- arabinopyranosyl ilexgenin B 28-O-[α-L-rhamnopyranosyl(1-2)]-β-D- glucopyranoside. Latifoloside G was 3-O-[α-L-rhamnopyranosyl(1-2)]-[β-D- glucopyranosyl(1-3)-]-α-L-arabinopyranosyl pomolic acid 28-O-[α-L- rhamnopyranosyl(1-2)]-β-D-glucopyranoside. Latifolioside H(3) was 3-O-[α- L-rhamnopyranosyl(1-2)]-[β-D-glucopyranosyl(1-3)-]-α-L-arabinopyranosyl siaresinolic acid 28-O-[α-L-rhamnopyranosyl(1-2)]-β-D-glucopyranoside.