Rubropunctamine

Modify Date: 2026-07-14 22:33:35

Rubropunctamine Structure
Rubropunctamine structure
Common Name Rubropunctamine
CAS Number 514-66-9 Molecular Weight 353.41200
Density 1.22g/cm3 Boiling Point 647.1ºC at 760 mmHg
Molecular Formula C21H23NO4 Melting Point N/A
MSDS N/A Flash Point 345.1ºC

 Use of Rubropunctamine


Rubropunctamine is a red azaphilone pigment isolated from the extracts of Monascus pilosus-fermented rice (red-mold rice). Rubropunctamine has anti-inflammation activities[1][2].

 Names

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

Name (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione
Synonym More Synonyms

 Rubropunctamine Biological Activity

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

Description Rubropunctamine is a red azaphilone pigment isolated from the extracts of Monascus pilosus-fermented rice (red-mold rice). Rubropunctamine has anti-inflammation activities[1][2].
Related Catalog
In Vitro Rubropunctamine (0.32-32 nM; 48 h) inhibits Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA), with an IC50 of 433 mol ratio/32 pmol TPA[1]. Rubropunctamine (1 h) exhibits moderate scavenging activity (inhibitory ratio (IR)=1.5) against NO generation by (±)-(E)-methyl-2[(E)-hydroxy-imino]-5-nitro-6-methoxy-3-hexemide (NOR 1) in normal human hepato cells[1].
In Vivo Rubropunctamine inhibits TPA-induced inflammation in mice, with an ID50 of 0.32 mg/ear[1].
References

[1]. Akihisa T, et, al. Azaphilones, furanoisophthalides, and amino acids from the extracts of Monascus pilosus-fermented rice (red-mold rice) and their chemopreventive effects. J Agric Food Chem. 2005 Feb 9;53(3):562-5.

[2]. Patakova P. Monascus secondary metabolites: production and biological activity. J Ind Microbiol Biotechnol. 2013 Feb;40(2):169-81.

 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 1.22g/cm3
Boiling Point 647.1ºC at 760 mmHg
Molecular Formula C21H23NO4
Molecular Weight 353.41200
Flash Point 345.1ºC
Exact Mass 353.16300
PSA 76.23000
LogP 3.06720
Index of Refraction 1.59
InChIKey WTEXYKPGDKLLCW-CLFFMEQDSA-N
SMILES CC=Cc1cc2c(cn1)C(=O)C1(C)OC(=O)C(=C(O)CCCCC)C1=C2

 Synonyms

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

Rubropunctamine

 Rubropunctamine | FAQ

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

Q: What English synonyms does (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione have?
A: English synonyms of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione: Rubropunctamine.
Q: What is the LogP of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione?
A: LogP of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione is 3.06720.
Q: What is the English name of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione?
A: The English name of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione is (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione.
Q: What are the uses of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione?
A: Main uses of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione: Rubropunctamine is a red azaphilone pigment isolated from the extracts of Monascus pilosus-fermented rice (red-mold rice). Rubropunctamine has anti-inflammation activities[1][2].
Q: What is the polar surface area (PSA) of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione?
A: Polar surface area (PSA) of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione is 76.23000.
Q: What is the boiling point of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione?
A: Boiling point of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione is 647.1ºC at 760 mmHg.
Q: What is the InChIKey of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione?
A: InChIKey of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione is WTEXYKPGDKLLCW-CLFFMEQDSA-N.
Q: What is the SMILES notation of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione?
A: SMILES notation of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione is CC=Cc1cc2c(cn1)C(=O)C1(C)OC(=O)C(=C(O)CCCCC)C1=C2.
Q: What is the CAS number of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione?
A: CAS number of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione is 514-66-9.
Q: What is the molecular formula of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione?
A: Molecular formula of (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione is C21H23NO4.

 Rubropunctaminefactory

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

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