Salaspermic acid | CAS# 71247-78-4 | inhibitor of HIV

MedKoo Cat#: 581110 | Name: Salaspermic acid

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Salaspermic acid is an inhibitor of HIV reverse transcriptase and HIV replication in H9 lymphocyte cells. Salaspermic acid, a new triterpene acid isolated from Salacia macrosperma Wight, has been shown to be 24-hydroxy-3-oxofriedelan-29-oic acid hemiacetal (IIIa) on the basis of spectral and chemical properties. The structure has been confirmed by an X-ray study of compound (VII) obtained from the acid by a sequence involving the enlargement of ring E.

Chemical Structure

Salaspermic acid

CAS#71247-78-4

Theoretical Analysis

MedKoo Cat#: 581110

Name: Salaspermic acid

CAS#: 71247-78-4

Chemical Formula: C30H48O4

Exact Mass: 472.3553

Molecular Weight: 472.71

Elemental Analysis: C, 76.23; H, 10.24; O, 13.54

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

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Synonym

Salaspermic acid; (3beta,20alpha)-3,24-Epoxy-3-hydroxy-D:A-friedooleanan-29-oic acid;

IUPAC/Chemical Name

(3S,5aR,7aS,7bS,9aS,12R,13aS,13bR,15aR,15bS,16R)-3-hydroxy-7b,9a,12,13b,15a,16-hexamethylicosahydro-5H-3,5a-methanochryseno[2,1-c]oxepine-12-carboxylic acid

InChi Key

ZXENWDWQTWYUGY-FSTDTXBSSA-N

InChi Code

InChI=1S/C30H48O4/c1-19-29-9-7-20-26(4,21(29)8-10-30(19,33)34-18-29)14-16-28(6)22-17-25(3,23(31)32)12-11-24(22,2)13-15-27(20,28)5/h19-22,33H,7-18H2,1-6H3,(H,31,32)/t19-,20+,21+,22+,24-,25-,26-,27+,28-,29+,30+/m1/s1

SMILES Code

O=C(O)[C@@]1(C)C[C@@H]2[C@](CC[C@]3(C)[C@@H]4CC[C@]56[C@@H](C)[C@](CC[C@@H]35)(OC6)O)(C)[C@@]4(C)CC[C@@]2(C)CC1

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 472.71 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Ngassapa O, Soejarto DD, Pezzuto JM, Farnsworth NR. Quinone-methide triterpenes and salaspermic acid from Kokoona ochracea. J Nat Prod. 1994 Jan;57(1):1-8. PubMed PMID: 8158155. 2: Wang KW, Hu XL, Shen LQ, Pan YJ. [Study on triterpenes of Microtropis tiflora]. Zhongguo Zhong Yao Za Zhi. 2007 Aug;32(15):1539-41. Chinese. PubMed PMID: 17972583. 3: Chen K, Shi Q, Kashiwada Y, Zhang DC, Hu CQ, Jin JQ, Nozaki H, Kilkuskie RE, Tramontano E, Cheng YC, et al. Anti-aids agents, 6. Salaspermic acid, an anti-HIV principle from Tripterygium wilfordii, and the structure-activity correlation with its related compounds. J Nat Prod. 1992 Mar;55(3):340-6. PubMed PMID: 1375626. 4: Zhang C, Yan Z, Chen Y, Zhang Y, Lü X. [Studies on triterpenoids of total glucosides of tripterygium wilfordii]. Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 1994 Dec;16(6):466-8. Chinese. PubMed PMID: 7720147.