511-77-3

Basic information

• Product Name: 3β,19α-Dihydroxy-5α-oleana-12-ene-28-oic acid
• Synonyms: 3β,19α-Dihydroxy-5α-oleana-12-ene-28-oic acid;Siaresinolic acid
• CAS NO: 511-77-3
• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.69972
• Mol File: 511-77-3.mol

Chemical Properties

• Boiling Point: 586.2±50.0 °C(Predicted)
• Appearance: /
• Density: 1.14±0.1 g/cm3(Predicted)
• PKA: 4.44±0.70(Predicted)
• CAS DataBase Reference: 3β,19α-Dihydroxy-5α-oleana-12-ene-28-oic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3β,19α-Dihydroxy-5α-oleana-12-ene-28-oic acid(511-77-3)
• EPA Substance Registry System: 3β,19α-Dihydroxy-5α-oleana-12-ene-28-oic acid(511-77-3)

Safety Data

• Hazardous Substances Data: 511-77-3(Hazardous Substances Data)

Upstream product

• 1458622-83-7 3-O-β-D-glucopyranosyl-(1→4)-α-L-arabinopyranosyl siaresinolic acid 28-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester 
• 1458622-86-0 3-O-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl siaresinolic acid 28-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester 
• 1458622-90-6 3-O-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl siaresinolic acid 28-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester 
• 125263-67-4 19α-hydroxy-3β-acetoxy-18α-oleanen-(12)-oic acid-(28) 
• 32205-27-9 3β.19α-diacetoxy-18α-oleanen-(12)-oic acid-(28)-methyl ester 
• 67-64-1 acetone 

Downstream Products

• 1679-02-3 2,9-dimethyl-picene 
• 488-23-3 1,2,3,4-Tetramethylbenzene 
• 2131-43-3 1,2,5,6-tetramethylnaphthalene 
• 486-34-0 1,2,7-trimethylnaphthalene 
• 641-91-8 1,2,5-trimethylnaphthalene 

Relevant articles and documents

Bioactive oleanane-type saponins from the rhizomes of Anemone taipaiensis

Investigation of the n-BuOH extract of the rhizomes of Anemone taipaiensis led to the isolation of five new oleanane-type triterpenoid saponins (1-5), together with seven known saponins (6-12). Their structures were determined by the extensive use of 1D and 2D NMR experiments along with ESIMS analyses and acid hydrolysis. The aglycone of 1, 2 and 4 was determined as siaresinolic acid, which was reported in this genus for the first time. The cytotoxicities of the saponins 1-12, prosapogenins 4a, 5a, 10a-12a and sapogenins siaresinolic acid (SA), oleanolic acid (OA), hederagenin (HE) were evaluated against five human cancer cell lines, including HepG2, HL-60, A549, HeLa and U87MG. The monodesmosidic saponins 6-8, 5a, 10a-12a and sapogenins SA, OA, HE exhibited cytotoxic activity toward all cancer cell lines, with IC 50 values ranging from 2.25 to 57.28 μM. Remarkably, the bisdesmosidic saponins 1-4 and 9 showed selective cytotoxicity against the U87MG cells.

New Biologically Active Triterpenoid Saponins from Scabiosa tschiliensis

Eleven new triterpenoid saponins, scabiosaponins A-K (1-11), and hookerosides A (12) and B (13) were isolated from the whole plants of Scabiosa tschiliensis. The structures of the new compounds were established on the basis of extensive NMR (DEPT, DQF-COSY, HETCOR, TOCSY, HMQC, HMQC-TOCSY, HMBC, and NOESY) and MS studies coupled with chemical degradations. The biological activity of compounds 1-10, 12, and 13 and prosapogenin 1b were examined against pancreatic lipase. Scabiosaponins E, F, G, I (5, 6, 7, 9), hookerosides A, B (12, 13), and prosapogenin 1b all exhibited strong inhibition of pancreatic lipase in vitro.

Triterpene glycosides from the roots of Sanguisorba officinalis

Five triterpene glycosides were isolated from the MeOH extract of Sanguisorba officinalis (Rosaceae) roots, as confirmed by detailed analysis of their 1H, 13C, and two-dimensional NMR data, and by the results of hydrolytic cleavage.

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.

Triterpenoid saponins from the leaves of Ilex latifolia

Five new triterpenoid saponins latifolosides A-E were isolated from the leaves of Ilex latifolia, along with a known compound. Their chemical structures have been elucidated on the basis of the chemical and spectral methods.