Mensacarcin

Modify Date: 2026-07-14 17:46:32

Mensacarcin Structure
Mensacarcin structure
 Common Name Mensacarcin
CAS Number 808750-39-2 Molecular Weight 420.410
Density 1.5±0.1 g/cm3 Boiling Point 656.8±55.0 °C at 760 mmHg
Molecular Formula C21H24O9 Melting Point N/A
MSDS N/A Flash Point 232.9±25.0 °C

 Use of Mensacarcin


Mensacarcin, a highly complex polyketide, strongly inhibits cell growth universally in cancer cell lines and potently induces apoptosis in melanoma cells. Mensacarcin targets to mitochondria, affects energy metabolism in mitochondria, and activates caspase-dependent apoptotic pathways. Mensacarcin, an antibiotic, can be used as a cytotoxic component of antibody-drug conjugates (ADCs)[1][2].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one
Synonym More Synonyms

 Mensacarcin Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Mensacarcin, a highly complex polyketide, strongly inhibits cell growth universally in cancer cell lines and potently induces apoptosis in melanoma cells. Mensacarcin targets to mitochondria, affects energy metabolism in mitochondria, and activates caspase-dependent apoptotic pathways. Mensacarcin, an antibiotic, can be used as a cytotoxic component of antibody-drug conjugates (ADCs)[1][2].
Related Catalog
Target

Traditional Cytotoxic Agents

In Vitro Mensacarcin (0-100 μM; 24 hours) exhibits general cytostatic but type-specific cytotoxic effects for melanoma cells[1]. Mensacarcin (2-50 μM; 15 hours) induces rapid apoptotic cell death in melanoma cells[1]. Mensacarcin exhibits potent cytostatic properties (mean of 50% growth inhibition=0.2 μM) in almost all cell lines of the National Cancer Institute (NCI)-60 cell line screen and relatively selective cytotoxicity against melanoma cells. Mensacarcin is a highly oxygenated polyketide that was first isolated from soil-dwelling Streptomyces bacteria. Mensacarcin impairs mitochondrial function in melanoma cells[1]. Cell Viability Assay[1] Cell Line: SK-Mel-28 and SK-Mel-5 melanoma cells, HCT-116 colon cancer cells Concentration: 0.01, 0.1, 1, 10, 100 μM Incubation Time: 24 hours Result: Induced concentration- and time-dependent cell death in the two tested melanoma cell lines. HCT-116 colon carcinoma cells were strongly inhibited. Western Blot Analysis[1] Cell Line: SK-Mel-28, SK-Mel-5 cells Concentration: 2, 10, 50 μM Incubation Time: 15 hours Result: Induced the formation of 89-kDa PARP-1 fragments as well as caspase-3 activation in SK-Mel-28 and SK-Mel-5 beginning between 6 and 15 h after exposure.
References

[1]. Birte Plitzko, et al. The natural product mensacarcin induces mitochondrial toxicity and apoptosis in melanoma cells. J Biol Chem. 2017 Dec 22;292(51):21102-21116.

[2]. Lutz F. Tietze, et al. Intramolecular Heck Reactions for the Synthesis of the Novel Antibiotic Mensacarcin: Investigation of Catalytic, Electronic and Conjugative Effects in the Preparation of the Hexahydroanthracene Core. Chemistry Europe. Volume2005, Issue9.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.5±0.1 g/cm3
Boiling Point 656.8±55.0 °C at 760 mmHg
Molecular Formula C21H24O9
Molecular Weight 420.410
Flash Point 232.9±25.0 °C
Exact Mass 420.142029
LogP 5.48
Vapour Pressure 0.0±2.1 mmHg at 25°C
Index of Refraction 1.647
InChIKey WWNXYRCJJRRWAQ-ALCXHWRFSA-N
SMILES COc1cccc2c1C(OC)C13OC1(C2=O)C(O)C(C)C(O)(C(=O)C1OC1C)C3O

 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

(1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one

 Mensacarcin | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the LogP of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one?
A: LogP of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one is 5.48.
Q: What is the English name of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one?
A: The English name of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one is (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one.
Q: What is the SMILES notation of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one?
A: SMILES notation of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one is COc1cccc2c1C(OC)C13OC1(C2=O)C(O)C(C)C(O)(C(=O)C1OC1C)C3O.
Q: What is the CAS number of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one?
A: CAS number of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one is 808750-39-2.
Q: What is the molecular weight of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one?
A: Molecular weight of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one is 420.410.
Q: What English synonyms does (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one have?
A: English synonyms of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one: (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one.
Q: What is the boiling point of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one?
A: Boiling point of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one is 656.8±55.0 °C at 760 mmHg.
Q: What is the InChIKey of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one?
A: InChIKey of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one is WWNXYRCJJRRWAQ-ALCXHWRFSA-N.
Q: What is the molecular formula of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one?
A: Molecular formula of (1S,9S,10S,11S,12S,13S,14R)-11,12,14-Trihydroxy-7,9-dimethoxy-13-methyl-12-{[(2R,3S)-3-methyl-2-oxiranyl]carbonyl}-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-2-one is C21H24O9.

 Mensacarcinfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
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