Compounds > 6-o-angeloylprenolin
Page last updated: 2024-11-12

6-o-angeloylprenolin

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

Description

6-O-angeloylprenolin: from Centipeda minima was found to show inhibitory activity on farnesyl protein transferase (FPTase); structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
Centipedagenus[no description available]AsteraceaeA large plant family of the order Asterales, subclass Asteridae, class Magnoliopsida. The family is also known as Compositae. Flower petals are joined near the base and stamens alternate with the corolla lobes. The common name of daisy refers to several genera of this family including Aster; CHRYSANTHEMUM; RUDBECKIA; TANACETUM.[MeSH]
Centipeda minimaspecies[no description available]AsteraceaeA large plant family of the order Asterales, subclass Asteridae, class Magnoliopsida. The family is also known as Compositae. Flower petals are joined near the base and stamens alternate with the corolla lobes. The common name of daisy refers to several genera of this family including Aster; CHRYSANTHEMUM; RUDBECKIA; TANACETUM.[MeSH]

Cross-References

ID SourceID
PubMed CID12302076
CHEMBL ID2262842
MeSH IDM0496430

Synonyms (23)

Synonym
brevilin a
CHEMBL2262842
16503-32-5
AC-34175
6-o-angeloylprenolin
[(1s,3ar,5r,5ar,8ar,9s,9ar)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1h-azuleno[6,5-b]furan-9-yl] (z)-2-methylbut-2-enoate
NCGC00385048-01
AKOS032948665
6-o-angeloylplenolin
(3s,3ar,4s,4ar,7ar,8r,9ar)-3,4a,8-trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno(6,5-b)furan-4-yl (2z)-2-methyl-2-butenoate
brevelin a
ambros-2-en-12-oic acid, 6.alpha.,8.beta.-dihydroxy-4-oxo-, 12,8-lactone, 2-methylcrotonate, (z)-
2-butenoic acid, 2-methyl-, (3s,3ar,4s,4ar,7ar,8r,9ar)-2,3,3a,4,4a,5,7a,8,9,9a-decahydro-3,4a,8-trimethyl-2,5-dioxoazuleno(6,5-b)furan-4-yl ester, (2z)-
EKT624Z4TZ ,
HY-N2959
CS-0023593
MS-25328
(3s,3ar,4s,4ar,7ar,8r,9ar)-3,4a,8-trimethyl-2,5-dioxo-3h,3ah,4h,7ah,8h,9h,9ah-azuleno[6,5-b]furan-4-yl (2z)-2-methylbut-2-enoate
2-butenoic acid, 2-methyl-, (3s,3ar,4s,4ar,7ar,8r,9ar)-2,3,3a,4,4a,5,7a,8,9,9a-decahydro-3,4a,8-trimethyl-2,5-dioxoazuleno[6,5-b]furan-4-yl ester, (2z)-
unii-ekt624z4tz
ambros-2-en-12-oic acid, 6alpha,8beta-dihydroxy-4-oxo-, 12,8-lactone, 2-methylcrotonate, (z)-
DTXSID801318484
E80569

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019)		0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1759304Anti-fibrotic activity against human LX2 cells assessed as reduction in TGF-1beta-induced collagen mRNA expression at 0.25 to 1 ug/ml by qPCR analysis2021Bioorganic & medicinal chemistry letters, 06-01, Volume: 41Anti-fibrotic effects of brevilin A in hepatic fibrosis via inhibiting the STAT3 signaling pathway.
AID1756549Cytotoxicity against human HepG2 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay2021Journal of natural products, 02-26, Volume: 84, Issue:2
Cytotoxic and Anti-Inflammatory Sesquiterpenes from the Whole Plants of
AID1756548Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay2021Journal of natural products, 02-26, Volume: 84, Issue:2
Cytotoxic and Anti-Inflammatory Sesquiterpenes from the Whole Plants of
AID1759305Anti-fibrotic activity against human LX2 cells assessed as reduction in TGF-1beta-induced fibronectin mRNA expression at 0.25 to 1 ug/ml by qPCR analysis2021Bioorganic & medicinal chemistry letters, 06-01, Volume: 41Anti-fibrotic effects of brevilin A in hepatic fibrosis via inhibiting the STAT3 signaling pathway.
AID1759306Inhibition of STAT3 in human LX2 cells assessed as reduction in TGF-1beta-induced STAT3 phosphorylation at 0.25 to 1 ug/ml by Western blot analysis2021Bioorganic & medicinal chemistry letters, 06-01, Volume: 41Anti-fibrotic effects of brevilin A in hepatic fibrosis via inhibiting the STAT3 signaling pathway.
AID1756551Cytotoxicity against mouse RAW264.7 cells after 24 hrs by MTT assay2021Journal of natural products, 02-26, Volume: 84, Issue:2
Cytotoxic and Anti-Inflammatory Sesquiterpenes from the Whole Plants of
AID1759307Inhibition of STAT3 in human LX2 cells assessed as reduction in TGF-1beta-induced CTGF expression at 0.25 to 1 ug/ml by Western blot analysis2021Bioorganic & medicinal chemistry letters, 06-01, Volume: 41Anti-fibrotic effects of brevilin A in hepatic fibrosis via inhibiting the STAT3 signaling pathway.
AID1756547Cytotoxicity against human HeLa cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay2021Journal of natural products, 02-26, Volume: 84, Issue:2
Cytotoxic and Anti-Inflammatory Sesquiterpenes from the Whole Plants of
AID1759308Anticancer activity against human nasopharyngeal carcinoma cells measured upto 72 hrs by MTT assay2021Bioorganic & medicinal chemistry letters, 06-01, Volume: 41Anti-fibrotic effects of brevilin A in hepatic fibrosis via inhibiting the STAT3 signaling pathway.
AID1759309Antiviral activity against influenza A virus infected in MDCK cells assessed as reduction in plaque number measured after 48 to 72 hrs2021Bioorganic & medicinal chemistry letters, 06-01, Volume: 41Anti-fibrotic effects of brevilin A in hepatic fibrosis via inhibiting the STAT3 signaling pathway.
AID1759303Anti-fibrotic activity against human LX2 cells assessed as reduction in TGF-1beta-induced alpha-SMA mRNA expression at 0.25 to 1 ug/ml by qPCR analysis2021Bioorganic & medicinal chemistry letters, 06-01, Volume: 41Anti-fibrotic effects of brevilin A in hepatic fibrosis via inhibiting the STAT3 signaling pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (4.35)29.6817
2010's7 (30.43)24.3611
2020's15 (65.22)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.69

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.

MetricThis Compound (vs All)
Research Demand Index12.69 (24.57)
Research Supply Index3.18 (2.92)
Research Growth Index5.86 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.69)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other23 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
methanol
Methanol: A colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.. primary alcohol : A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.. methanol : The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.		2.0310alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium 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.		2.3110aromatic 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
pyrazines
Pyrazines: A heterocyclic aromatic organic compound with the chemical formula C4H4N2.. pyrazine : A diazine that is benzene in which the carbon atoms at positions 1 and 4 have been replaced by nitrogen atoms.		2.0610diazine;
pyrazines		Daphnia magna metabolite
arnicolide d
arnicolide D: cytotoxic; from Centipeda minima L.; structure in first source		2.4110sesquiterpene lactone
bortezomib
[no description available]		2.0610amino acid amide;
L-phenylalanine derivative;
pyrazines		antineoplastic agent;
antiprotozoal drug;
protease inhibitor;
proteasome inhibitor
sesquiterpenes
[no description available]		4.02120
pd 180970
PD 180970: inhibits p210(Bcr-Abl) tyrosine kinase; structure in first source		2.0810
ConditionIndicatedRelationship StrengthStudiesTrials
Congenital Zika Syndrome
[description not available]		02.2510
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.9430
Zika Virus Infection
A viral disease transmitted by the bite of AEDES mosquitoes infected with ZIKA VIRUS. Its mild DENGUE-like symptoms include fever, rash, headaches and ARTHRALGIA. The viral infection during pregnancy, in rare cases, is associated with congenital brain and ocular abnormalities, called Congenital Zika Syndrome, including MICROCEPHALY and may also lead to GUILLAIN-BARRE SYNDROME.		02.2510
Cirrhosis, Liver
[description not available]		02.3110
Liver Cirrhosis
Liver disease in which the normal microcirculation, the gross vascular anatomy, and the hepatic architecture have been variably destroyed and altered with fibrous septa surrounding regenerated or regenerating parenchymal nodules.		02.3110
Angiogenesis, Pathologic
[description not available]		02.4110
Cancer of Colon
[description not available]		02.6920
Cancer of Liver
[description not available]		02.610
Cancer of Rectum
[description not available]		02.610
Colorectal Cancer
[description not available]		02.610
Colonic Neoplasms
Tumors or cancer of the COLON.		02.6920
Liver Neoplasms
Tumors or cancer of the LIVER.		02.610
Rectal Neoplasms
Tumors or cancer of the RECTUM.		02.610
Colorectal Neoplasms
Tumors or cancer of the COLON or the RECTUM or both. Risk factors for colorectal cancer include chronic ULCERATIVE COLITIS; FAMILIAL POLYPOSIS COLI; exposure to ASBESTOS; and irradiation of the CERVIX UTERI.		02.610
Cancer of Prostate
[description not available]		02.610
Prostatic Neoplasms
Tumors or cancer of the PROSTATE.		02.610
Bone Loss, Osteoclastic
[description not available]		02.610
Innate Inflammatory Response
[description not available]		02.7620
Arthritis, Degenerative
[description not available]		02.610
Inflammation
A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.		02.7620
Osteoarthritis
A progressive, degenerative joint disease, the most common form of arthritis, especially in older persons. The disease is thought to result not from the aging process but from biochemical changes and biomechanical stresses affecting articular cartilage. In the foreign literature it is often called osteoarthrosis deformans.		02.610
Grippe
[description not available]		02.2110
Influenza, Human
An acute viral infection in humans involving the respiratory tract. It is marked by inflammation of the NASAL MUCOSA; the PHARYNX; and conjunctiva, and by headache and severe, often generalized, myalgia.		02.2110
Malignant Melanoma
[description not available]		02.2510
Melanoma
A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)		02.2510
Alopecia Cicatrisata
[description not available]		02.3110
Alopecia Circumscripta
[description not available]		02.3110
Alopecia
Absence of hair from areas where it is normally present.		02.3110
Alopecia Areata
Loss of scalp and body hair involving microscopically inflammatory patchy areas.		02.3110
Adenocarcinoma, Basal Cell
[description not available]		02.1710
Adenocarcinoma
A malignant epithelial tumor with a glandular organization.		02.1710
Benign Neoplasms
[description not available]		02.0810
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.0810
Degenerative Diseases, Central Nervous System
[description not available]		02.2510
Neurodegenerative Diseases
Hereditary and sporadic conditions which are characterized by progressive nervous system dysfunction. These disorders are often associated with atrophy of the affected central or peripheral nervous system structures.		02.2510
Carcinoma, Non-Small Cell Lung
[description not available]		02.1110
Cancer of Lung
[description not available]		02.1110
Carcinoma, Non-Small-Cell Lung
A heterogeneous aggregate of at least three distinct histological types of lung cancer, including SQUAMOUS CELL CARCINOMA; ADENOCARCINOMA; and LARGE CELL CARCINOMA. They are dealt with collectively because of their shared treatment strategy.		02.1110
Lung Neoplasms
Tumors or cancer of the LUNG.		02.1110
Kahler Disease
[description not available]		02.0610
Multiple Myeloma
A malignancy of mature PLASMA CELLS engaging in monoclonal immunoglobulin production. It is characterized by hyperglobulinemia, excess Bence-Jones proteins (free monoclonal IMMUNOGLOBULIN LIGHT CHAINS) in the urine, skeletal destruction, bone pain, and fractures. Other features include ANEMIA; HYPERCALCEMIA; and RENAL INSUFFICIENCY.		02.0610