12-epi-scalarin profile

12-epi-scalarin : The 12-epimer of scalarin, a metabolite of marine sponges of the genus Spongia. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	10343437
CHEMBL ID	269105
CHEBI ID	519990

Synonym
bdbm50226462
CHEMBL269105 ,
12-episcalarin
(17a(1)r)-12beta-acetoxy-17a(1)-hydroxy-4,4,8,17,17abeta-pentamethyl-17a-homo-5alpha-androst-16-ene-17,17a(1)-carbolactone
chebi:519990 ,
12-epi-scalarin
[(1r,5as,5br,7as,11as,11br,13r,13as,13br)-1-hydroxy-5b,8,8,11a,13a-pentamethyl-3-oxo-5,5a,6,7,7a,9,10,11,11b,12,13,13b-dodecahydro-1h-phenanthro[2,1-e][2]benzofuran-13-yl] acetate
Q27225761

Role	Description
animal metabolite	Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Class	Description
scalarane sesterterpenoid	A class of sesterterpenoids based on the structure of the hypothetical sesterterpene scalarane.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Bile acid receptor	Homo sapiens (human)	IC50 (µMol)	60.4000	0.0183	4.5603	10.0000	AID311800
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
negative regulation of very-low-density lipoprotein particle remodeling	Bile acid receptor	Homo sapiens (human)
positive regulation of DNA-templated transcription	Bile acid receptor	Homo sapiens (human)
negative regulation of transcription by RNA polymerase II	Bile acid receptor	Homo sapiens (human)
nitrogen catabolite activation of transcription from RNA polymerase II promoter	Bile acid receptor	Homo sapiens (human)
intracellular glucose homeostasis	Bile acid receptor	Homo sapiens (human)
regulation of transcription by RNA polymerase II	Bile acid receptor	Homo sapiens (human)
transcription by RNA polymerase II	Bile acid receptor	Homo sapiens (human)
inflammatory response	Bile acid receptor	Homo sapiens (human)
cell-cell junction assembly	Bile acid receptor	Homo sapiens (human)
Notch signaling pathway	Bile acid receptor	Homo sapiens (human)
bile acid metabolic process	Bile acid receptor	Homo sapiens (human)
negative regulation of tumor necrosis factor-mediated signaling pathway	Bile acid receptor	Homo sapiens (human)
regulation of low-density lipoprotein particle clearance	Bile acid receptor	Homo sapiens (human)
intracellular receptor signaling pathway	Bile acid receptor	Homo sapiens (human)
negative regulation of type II interferon production	Bile acid receptor	Homo sapiens (human)
negative regulation of interleukin-1 production	Bile acid receptor	Homo sapiens (human)
negative regulation of interleukin-2 production	Bile acid receptor	Homo sapiens (human)
negative regulation of interleukin-6 production	Bile acid receptor	Homo sapiens (human)
negative regulation of tumor necrosis factor production	Bile acid receptor	Homo sapiens (human)
positive regulation of interleukin-17 production	Bile acid receptor	Homo sapiens (human)
toll-like receptor 9 signaling pathway	Bile acid receptor	Homo sapiens (human)
regulation of urea metabolic process	Bile acid receptor	Homo sapiens (human)
intracellular triglyceride homeostasis	Bile acid receptor	Homo sapiens (human)
positive regulation of insulin secretion involved in cellular response to glucose stimulus	Bile acid receptor	Homo sapiens (human)
bile acid signaling pathway	Bile acid receptor	Homo sapiens (human)
intracellular bile acid receptor signaling pathway	Bile acid receptor	Homo sapiens (human)
cholesterol homeostasis	Bile acid receptor	Homo sapiens (human)
defense response to bacterium	Bile acid receptor	Homo sapiens (human)
negative regulation of apoptotic process	Bile acid receptor	Homo sapiens (human)
negative regulation of canonical NF-kappaB signal transduction	Bile acid receptor	Homo sapiens (human)
innate immune response	Bile acid receptor	Homo sapiens (human)
positive regulation of transcription by RNA polymerase II	Bile acid receptor	Homo sapiens (human)
positive regulation of insulin receptor signaling pathway	Bile acid receptor	Homo sapiens (human)
fatty acid homeostasis	Bile acid receptor	Homo sapiens (human)
regulation of insulin secretion involved in cellular response to glucose stimulus	Bile acid receptor	Homo sapiens (human)
regulation of bile acid biosynthetic process	Bile acid receptor	Homo sapiens (human)
cellular response to lipopolysaccharide	Bile acid receptor	Homo sapiens (human)
cellular response to fatty acid	Bile acid receptor	Homo sapiens (human)
cellular response to organonitrogen compound	Bile acid receptor	Homo sapiens (human)
negative regulation of monocyte chemotactic protein-1 production	Bile acid receptor	Homo sapiens (human)
regulation of cholesterol metabolic process	Bile acid receptor	Homo sapiens (human)
cellular response to bile acid	Bile acid receptor	Homo sapiens (human)
positive regulation of adipose tissue development	Bile acid receptor	Homo sapiens (human)
positive regulation of phosphatidic acid biosynthetic process	Bile acid receptor	Homo sapiens (human)
positive regulation of glutamate metabolic process	Bile acid receptor	Homo sapiens (human)
positive regulation of ammonia assimilation cycle	Bile acid receptor	Homo sapiens (human)
cell differentiation	Bile acid receptor	Homo sapiens (human)
negative regulation of inflammatory response	Bile acid receptor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
RNA polymerase II transcription regulatory region sequence-specific DNA binding	Bile acid receptor	Homo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA binding	Bile acid receptor	Homo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specific	Bile acid receptor	Homo sapiens (human)
transcription coregulator binding	Bile acid receptor	Homo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specific	Bile acid receptor	Homo sapiens (human)
DNA-binding transcription factor activity	Bile acid receptor	Homo sapiens (human)
nuclear receptor activity	Bile acid receptor	Homo sapiens (human)
protein binding	Bile acid receptor	Homo sapiens (human)
zinc ion binding	Bile acid receptor	Homo sapiens (human)
nuclear receptor binding	Bile acid receptor	Homo sapiens (human)
bile acid binding	Bile acid receptor	Homo sapiens (human)
bile acid receptor activity	Bile acid receptor	Homo sapiens (human)
sequence-specific DNA binding	Bile acid receptor	Homo sapiens (human)
nuclear retinoid X receptor binding	Bile acid receptor	Homo sapiens (human)
chenodeoxycholic acid binding	Bile acid receptor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
nucleoplasm	Bile acid receptor	Homo sapiens (human)
chromatin	Bile acid receptor	Homo sapiens (human)
euchromatin	Bile acid receptor	Homo sapiens (human)
receptor complex	Bile acid receptor	Homo sapiens (human)
RNA polymerase II transcription regulator complex	Bile acid receptor	Homo sapiens (human)
nucleus	Bile acid receptor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (22)

Assay ID	Title	Year	Journal	Article
AID469932	Cytotoxicity against african green monkey Vero cells after 48 hrs by Neutral red assay	2009	Journal of natural products, Aug, Volume: 72, Issue:8	Scalarane sesterterpenoids: semisynthesis and biological activity.
AID469933	Antimicrobial activity against methicillin resistant Staphylococcus aureus ATCC 43300	2009	Journal of natural products, Aug, Volume: 72, Issue:8	Scalarane sesterterpenoids: semisynthesis and biological activity.
AID595438	Antibacterial activity against Salmonella typhimurium ATCC 14028 after 24 hrs by by twofold serial dilution method	2011	Journal of natural products, Apr-25, Volume: 74, Issue:4	Scalarane sesterterpenes from the sponge Hyatella sp.
AID337076	Cytotoxicity against human HeLa cells	2003	Journal of natural products, Mar, Volume: 66, Issue:3	Three new cytotoxic sesterterpenes from a marine sponge Spongia sp.
AID311802	Inhibition of CDCA-mediated interaction between FXR ligand binding domain and SRC1 at 25 uM by SPR spectroscopy	2007	Journal of natural products, Nov, Volume: 70, Issue:11	Scalarane sesterterpenes from a marine sponge of the genus Spongia and their FXR antagonistic activity.
AID469931	Cytotoxicity against human BT549 cells after 48 hrs by Neutral red assay	2009	Journal of natural products, Aug, Volume: 72, Issue:8	Scalarane sesterterpenoids: semisynthesis and biological activity.
AID337075	Cytotoxicity against mouse L1210 cells	2003	Journal of natural products, Mar, Volume: 66, Issue:3	Three new cytotoxic sesterterpenes from a marine sponge Spongia sp.
AID376775	Antitumor activity against mouse P388 cells after 48 hrs by MTT assay	1998	Journal of natural products, Apr, Volume: 61, Issue:4	Cytotoxic scalarane sesterterpenes from a sponge, Hyrtios erecta.
AID595439	Antibacterial activity against Micrococcus luteus IFO 12708 after 24 hrs by by twofold serial dilution method	2011	Journal of natural products, Apr-25, Volume: 74, Issue:4	Scalarane sesterterpenes from the sponge Hyatella sp.
AID595436	Antibacterial activity against Escherichia coli ATCC 25922 after 24 hrs by by twofold serial dilution method	2011	Journal of natural products, Apr-25, Volume: 74, Issue:4	Scalarane sesterterpenes from the sponge Hyatella sp.
AID337077	Cytotoxicity against human A549 cells	2003	Journal of natural products, Mar, Volume: 66, Issue:3	Three new cytotoxic sesterterpenes from a marine sponge Spongia sp.
AID469934	Antimicrobial activity against methicillin resistant Mycobacterium intracellular ATCC 23068	2009	Journal of natural products, Aug, Volume: 72, Issue:8	Scalarane sesterterpenoids: semisynthesis and biological activity.
AID595437	Antibacterial activity against Proteus vulgaris ATCC 3851 after 24 hrs by by twofold serial dilution method	2011	Journal of natural products, Apr-25, Volume: 74, Issue:4	Scalarane sesterterpenes from the sponge Hyatella sp.
AID595440	Antibacterial activity against Bacillus subtilis ATCC 6633 after 24 hrs by by twofold serial dilution method	2011	Journal of natural products, Apr-25, Volume: 74, Issue:4	Scalarane sesterterpenes from the sponge Hyatella sp.
AID595435	Cytotoxicity against human K562 cells by MTT assay	2011	Journal of natural products, Apr-25, Volume: 74, Issue:4	Scalarane sesterterpenes from the sponge Hyatella sp.
AID469929	Cytotoxicity against human SKOV3 cells after 48 hrs by Neutral red assay	2009	Journal of natural products, Aug, Volume: 72, Issue:8	Scalarane sesterterpenoids: semisynthesis and biological activity.
AID469930	Cytotoxicity against human SK-MEL cells after 48 hrs by Neutral red assay	2009	Journal of natural products, Aug, Volume: 72, Issue:8	Scalarane sesterterpenoids: semisynthesis and biological activity.
AID337078	Cytotoxicity against human KB cells	2003	Journal of natural products, Mar, Volume: 66, Issue:3	Three new cytotoxic sesterterpenes from a marine sponge Spongia sp.
AID595441	Antibacterial activity against Staphylococcus aureus ATCC 6538p after 24 hrs by by twofold serial dilution method	2011	Journal of natural products, Apr-25, Volume: 74, Issue:4	Scalarane sesterterpenes from the sponge Hyatella sp.
AID311800	Antagonist activity at human FXR expressed in monkey CV1 cells after 24 hrs by ecdysone receptor response element-driven luciferase reporter assay	2007	Journal of natural products, Nov, Volume: 70, Issue:11	Scalarane sesterterpenes from a marine sponge of the genus Spongia and their FXR antagonistic activity.
AID311801	Cytotoxicity against monkey CV1 cells after 24 hrs by MTT assay	2007	Journal of natural products, Nov, Volume: 70, Issue:11	Scalarane sesterterpenes from a marine sponge of the genus Spongia and their FXR antagonistic activity.
AID595442	Inhibition of Magnaporthe grisea Guy 11 isocitrate lyase	2011	Journal of natural products, Apr-25, Volume: 74, Issue:4	Scalarane sesterterpenes from the sponge Hyatella sp.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	1 (20.00)	18.2507
2000's	3 (60.00)	29.6817
2010's	1 (20.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	5 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
3-nitropropionic acid 3-nitropropionic acid: succinate dehydrogenase inactivator; biosynthesized by FABACEAE plants from ASPARAGINE. 3-nitropropanoic acid : A C-nitro compound that is propanoic acid in which one of the methyl hydrogens has been replaced by a nitro group.	2.06	1	C-nitro compound	antimycobacterial drug; EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor; mycotoxin; neurotoxin
ciprofloxacin Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.	2.05	1	aminoquinoline; cyclopropanes; fluoroquinolone antibiotic; N-arylpiperazine; quinolinemonocarboxylic acid; quinolone antibiotic; quinolone; zwitterion	antibacterial drug; antiinfective agent; antimicrobial agent; DNA synthesis inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; environmental contaminant; topoisomerase IV inhibitor; xenobiotic
fluorouracil Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.	2.01	1	nucleobase analogue; organofluorine compound	antimetabolite; antineoplastic agent; environmental contaminant; immunosuppressive agent; radiosensitizing agent; xenobiotic
mitomycin Mitomycin: An antineoplastic antibiotic produced by Streptomyces caespitosus. It is one of the bi- or tri-functional ALKYLATING AGENTS causing cross-linking of DNA and inhibition of DNA synthesis.. mitomycin : A family of aziridine-containing natural products isolated from Streptomyces caespitosus or Streptomyces lavendulae.	2.01	1	mitomycin	alkylating agent; antineoplastic agent
ampicillin Ampicillin: Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.. ampicillin : A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group.	2.06	1	beta-lactam antibiotic; penicillin allergen; penicillin	antibacterial drug
pregna-4,17-diene-3,16-dione pregna-4,17-diene-3,16-dione: steroid from guggulu extract; RN & N1 from C1 Form index; RN given refers to cpd without isomeric designation; structure in first source; antagonist of farnesoid X receptor	2.03	1	3-hydroxy steroid	androgen
sesterstatin 5 sesterstatin 5: sesterterpene isolated from the marine sponge Hyrtios erecta; structure in first source	2.05	1

Condition	Indicated	Relationship Strength	Studies	Trials
Leukemia P388 An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.	0	1.99	1	0

12-epi-scalarin

Description

Cross-References

Synonyms (8)

Roles (1)

Drug Classes (1)

Protein Targets (1)

Inhibition Measurements

Biological Processes (48)

Molecular Functions (15)

Ceullar Components (6)

Bioassays (22)

Research

Studies (5)

Market Indicators

Research Demand Index: 12.87

Study Types

12-epi-scalarin

Description

Cross-References

Synonyms (8)

Roles (1)

Drug Classes (1)

Protein Targets (1)

Inhibition Measurements

Biological Processes (48)

Molecular Functions (15)

Ceullar Components (6)

Bioassays (22)

Research

Studies (5)

Market Indicators

Research Demand Index: 12.87

Study Types

Related Drugs (7)

Related Conditions (1)