hirsutanol a

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

hirsutanol A: from fungus chondrostereum sp.; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	642919
CHEMBL ID	4127456
MeSH ID	M0569660

Synonyms (6)

Synonym
inchi=1/c15h18o3/c1-8-11(16)6-9-5-10-12(17)13(2,3)7-15(10,18)14(8,9)4/h5-6,12,17-18h,1,7h2,2-4h3/t12-,14-,15+/m1/s
2h-cyclopenta[a]pentalen-2-one, 3,3a,3b,4,5,6-hexahydro-3b,6-dihydroxy-3a,5,5-trimethyl-3-methylene-, (3as,3br,6s)-
(3as,3br,6s)-3b,6-dihydroxy-3a,5,5-trimethyl-3-methylene-3,3a,3b,4,5,6-hexahydro-2h-cyclopenta[a]pentalen-2-one
(3as,3br,6s)-3b,6-dihydroxy-3a,5,5-trimethyl-3-methylidene-4,6-dihydrocyclopenta[a]pentalen-2-one
hirsutanol a
CHEMBL4127456

Research Excerpts

Overview

Hirsutanol A is a novel sesquiterpene compound purified from the marine fungus Chondrostereum sp in the coral Sarcophyton tortuosum.

Excerpt	Reference	Relevance
"Hirsutanol A is a novel sesquiterpene compound purified from fungus chondrostereum sp in Sarcophyton tortuosum. "	( A novel sesquiterpene Hirsutanol A induces autophagical cell death in human hepatocellular carcinoma cells by increasing reactive oxygen species. Deng, R; Feng, GK; Gao, YH; Jiang, S; Li, DD; Li, HJ; Wei, ZX; Wu, KW; Wu, XQ; Yang, F; Zhu, XF, 2010)	2.12
"Hirsutanol A is a novel sesquiterpene compound purified from the marine fungus Chondrostereum sp in the coral Sarcophyton tortuosum. "	( Hirsutanol A induces apoptosis and autophagy via reactive oxygen species accumulation in breast cancer MCF-7 cells. Chen, WD; Deng, R; Feng, GK; Li, DD; Li, HJ; Wu, KW; Yang, F; Zhu, XF, 2012)	3.26
"Hirsutanol A is a novel sesquiterpene compound purified from fungus Chondrostereum sp. "	( Hirsutanol A, a novel sesquiterpene compound from fungus Chondrostereum sp., induces apoptosis and inhibits tumor growth through mitochondrial-independent ROS production: hirsutanol A inhibits tumor growth through ROS production. Chen, WD; Deng, R; Feng, GK; Lan, WJ; Li, DD; Li, HJ; Tang, J; Wu, KW; Yang, F; Zhang, H; Zhu, XF, 2013)	3.28

Effects

Excerpt	Reference	Relevance
"Hirsutanol A has potent cytotoxic effect, and can induce autophagic cell death via increasing ROS production."	( A novel sesquiterpene Hirsutanol A induces autophagical cell death in human hepatocellular carcinoma cells by increasing reactive oxygen species. Deng, R; Feng, GK; Gao, YH; Jiang, S; Li, DD; Li, HJ; Wei, ZX; Wu, KW; Wu, XQ; Yang, F; Zhu, XF, 2010)	2.12

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (8)

Assay ID	Title	Year	Journal	Article
AID1491215	Antineuroinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced nitric oxide production at 5 uM pretreated for 15 mins followed by LPS-stimulation measured after 24 hrs by colorimetric method relative to control	2017	Journal of natural products, 05-26, Volume: 80, Issue:5	Hirsutane-Type Sesquiterpenes with Inhibitory Activity of Microglial Nitric Oxide Production from the Red Alga-Derived Fungus Chondrostereum sp. NTOU4196.
AID1491218	Cytotoxicity against LPS-induced mouse BV2 cells assessed as cell viability at 10 uM pretreated for 15 mins followed by LPS-stimulation measured after 24 hrs by MTT assay relative to control	2017	Journal of natural products, 05-26, Volume: 80, Issue:5	Hirsutane-Type Sesquiterpenes with Inhibitory Activity of Microglial Nitric Oxide Production from the Red Alga-Derived Fungus Chondrostereum sp. NTOU4196.
AID1491219	Cytotoxicity against LPS-induced mouse BV2 cells assessed as cell viability at 20 uM pretreated for 15 mins followed by LPS-stimulation measured after 24 hrs by MTT assay relative to control	2017	Journal of natural products, 05-26, Volume: 80, Issue:5	Hirsutane-Type Sesquiterpenes with Inhibitory Activity of Microglial Nitric Oxide Production from the Red Alga-Derived Fungus Chondrostereum sp. NTOU4196.
AID1491217	Cytotoxicity against LPS-induced mouse BV2 cells assessed as cell viability at 5 uM pretreated for 15 mins followed by LPS-stimulation measured after 24 hrs by MTT assay relative to control	2017	Journal of natural products, 05-26, Volume: 80, Issue:5	Hirsutane-Type Sesquiterpenes with Inhibitory Activity of Microglial Nitric Oxide Production from the Red Alga-Derived Fungus Chondrostereum sp. NTOU4196.
AID1491216	Cytotoxicity against LPS-induced mouse BV2 cells assessed as cell viability at 2 uM pretreated for 15 mins followed by LPS-stimulation measured after 24 hrs by MTT assay relative to control	2017	Journal of natural products, 05-26, Volume: 80, Issue:5	Hirsutane-Type Sesquiterpenes with Inhibitory Activity of Microglial Nitric Oxide Production from the Red Alga-Derived Fungus Chondrostereum sp. NTOU4196.
AID1849881	Antitumor activity against human SW620 cells xenografted in BALB/c nude mouse assessed as tumor growth inhibition at 10 mg/kg/day, ip for 28 days relative to control	2021	European journal of medicinal chemistry, Jan-15, Volume: 210	Chemistry, biosynthesis and biological activity of terpenoids and meroterpenoids in bacteria and fungi isolated from different marine habitats.
AID1491212	Antineuroinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced nitric oxide production by measuring nitrite levels at 20 uM pretreated for 15 mins followed by LPS-stimulation measured after 24 hrs by colorimetric method (Rvb = 15	2017	Journal of natural products, 05-26, Volume: 80, Issue:5	Hirsutane-Type Sesquiterpenes with Inhibitory Activity of Microglial Nitric Oxide Production from the Red Alga-Derived Fungus Chondrostereum sp. NTOU4196.
AID1491213	Antineuroinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced nitric oxide production pretreated for 15 mins followed by LPS-stimulation measured after 24 hrs by colorimetric method	2017	Journal of natural products, 05-26, Volume: 80, Issue:5	Hirsutane-Type Sesquiterpenes with Inhibitory Activity of Microglial Nitric Oxide Production from the Red Alga-Derived Fungus Chondrostereum sp. NTOU4196.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	0 (0.00)	29.6817
2010's	6 (75.00)	24.3611
2020's	2 (25.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 13.08

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	13.08 (24.57)
Research Supply Index	2.20 (2.92)
Research Growth Index	5.27 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (13.08)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	1 (12.50%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	7 (87.50%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
adenine [no description available]	2.05	1	6-aminopurines; purine nucleobase	Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
indomethacin Indomethacin: A non-steroidal anti-inflammatory agent (NSAID) that inhibits CYCLOOXYGENASE, which is necessary for the formation of PROSTAGLANDINS and other AUTACOIDS. It also inhibits the motility of POLYMORPHONUCLEAR LEUKOCYTES.. indometacin : A member of the class of indole-3-acetic acids that is indole-3-acetic acid in which the indole ring is substituted at positions 1, 2 and 5 by p-chlorobenzoyl, methyl, and methoxy groups, respectively. A non-steroidal anti-inflammatory drug, it is used in the treatment of musculoskeletal and joint disorders including osteoarthritis, rheumatoid arthritis, gout, bursitis and tendinitis.	3.41	1	aromatic ether; indole-3-acetic acids; monochlorobenzenes; N-acylindole	analgesic; drug metabolite; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; environmental contaminant; gout suppressant; non-steroidal anti-inflammatory drug; xenobiotic metabolite; xenobiotic
sevoflurane Sevoflurane: A non-explosive inhalation anesthetic used in the induction and maintenance of general anesthesia. It does not cause respiratory irritation and may also prevent PLATELET AGGREGATION.. sevoflurane : An ether compound having fluoromethyl and 1,1,1,3,3,3-hexafluoroisopropyl as the two alkyl groups.	7.31	1	ether; organofluorine compound	central nervous system depressant; inhalation anaesthetic; platelet aggregation inhibitor
thiazoles [no description available]	2.08	1	1,3-thiazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
acetylcysteine N-acetyl-L-cysteine : An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.	2.47	2	acetylcysteine; L-cysteine derivative; N-acetyl-L-amino acid	antidote to paracetamol poisoning; antiinfective agent; antioxidant; antiviral drug; ferroptosis inhibitor; geroprotector; human metabolite; mucolytic; radical scavenger; vulnerary
thiazolyl blue thiazolyl blue: RN & II refers to bromide. 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide : The bromide salt of 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium.	2.08	1	organic bromide salt	colorimetric reagent; dye
oseltamivir Oseltamivir: An acetamido cyclohexene that is a structural homolog of SIALIC ACID and inhibits NEURAMINIDASE.. oseltamivir : A cyclohexenecarboxylate ester that is the ethyl ester of oseltamivir acid. An antiviral prodrug (it is hydrolysed to the active free carboxylic acid in the liver), it is used to slow the spread of influenza.	3.41	1	acetamides; amino acid ester; cyclohexenecarboxylate ester; primary amino compound	antiviral drug; EC 3.2.1.18 (exo-alpha-sialidase) inhibitor; environmental contaminant; prodrug; xenobiotic
doxorubicin hydrochloride [no description available]	3.41	1	anthracycline
sesquiterpenes [no description available]	3.36	6
curcumin Curcumin: A yellow-orange dye obtained from tumeric, the powdered root of CURCUMA longa. It is used in the preparation of curcuma paper and the detection of boron. Curcumin appears to possess a spectrum of pharmacological properties, due primarily to its inhibitory effects on metabolic enzymes.. curcumin : A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.	2.15	1	aromatic ether; beta-diketone; diarylheptanoid; enone; polyphenol	anti-inflammatory agent; antifungal agent; antineoplastic agent; biological pigment; contraceptive drug; dye; EC 1.1.1.205 (IMP dehydrogenase) inhibitor; EC 1.1.1.21 (aldehyde reductase) inhibitor; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor; EC 1.8.1.9 (thioredoxin reductase) inhibitor; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; EC 3.5.1.98 (histone deacetylase) inhibitor; flavouring agent; food colouring; geroprotector; hepatoprotective agent; immunomodulator; iron chelator; ligand; lipoxygenase inhibitor; metabolite; neuroprotective agent; nutraceutical; radical scavenger
altemicidin altemicidin: sulfamino given in first source; monoterpene alkaloid; isolated from Actinomycete	3.41	1
cytochrome c-t Cytochromes c: Cytochromes of the c type that are found in eukaryotic MITOCHONDRIA. They serve as redox intermediates that accept electrons from MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX III and transfer them to MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX IV.	2.08	1
ophiobolin o ophiobolin O: from the marine derived fungus Aspergillus sp.; structure in first source	3.41	1
3-methyladenine N3-methyladenine: structure in first source	2.05	1

Condition	Relationship Strength	Studies
Cognitive Decline [description not available]	2.31	1
Cognitive Dysfunction Diminished or impaired mental and/or intellectual function.	2.31	1
Lung Injury, Acute [description not available]	2.21	1
Endotoxemia A condition characterized by the presence of ENDOTOXINS in the blood. On lysis, the outer cell wall of gram-negative bacteria enters the systemic circulation and initiates a pathophysiologic cascade of pro-inflammatory mediators.	7.21	1
Acute Lung Injury A condition of lung damage that is characterized by bilateral pulmonary infiltrates (PULMONARY EDEMA) rich in NEUTROPHILS, and in the absence of clinical HEART FAILURE. This can represent a spectrum of pulmonary lesions, endothelial and epithelial, due to numerous factors (physical, chemical, or biological).	7.21	1
Hepatocellular Carcinoma [description not available]	7.05	1
Cancer of Liver [description not available]	2.47	2
Carcinoma, Hepatocellular A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.	2.05	1
Liver Neoplasms Tumors or cancer of the LIVER.	2.47	2
Breast Cancer [description not available]	7.07	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2.07	1
Cancer of Colon [description not available]	2.07	1
Colonic Neoplasms Tumors or cancer of the COLON.	2.07	1

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