smenospongine

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

Description

smenospongine: a spongean (Dactylospongia elegans) sesquiterpene aminoquinone, induces erythroid differentiation in K562 cells; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	3081931
CHEMBL ID	3309304
SCHEMBL ID	20969114
MeSH ID	M0472305

Synonyms (9)

Synonym
2,5-cyclohexadiene-1,4-dione, 5-amino-3-(((1r,2s,4as,8as)-decahydro-1,2,4a-trimethyl-5-methylene-1-naphthalenyl)methyl)-2-hydroxy
113021-53-7
smenospongine
3-[[(1r,2s,4as,8as)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2h-naphthalen-1-yl]methyl]-5-amino-4-hydroxycyclohexa-3,5-diene-1,2-dione
CHEMBL3309304
5-amino-4-hydroxy-3-[(1,2,4a-trimethyl-5-methylidenedecahydronaphthalen-1-yl)methyl]cyclohexa-3,5-diene-1,2-dione
DTXSID20920978
SCHEMBL20969114
3-[[(1s,8abeta)-decahydro-1,2alpha,4aalpha-trimethyl-5-methylenenaphthalen]-1beta-ylmethyl]-2-hydroxy-5-amino-2,5-

Research Excerpts

Treatment

Excerpt	Reference	Relevance
"The smenospongine treatment increased expression of p21 and inhibited phosphorylation of Rb in K562 cells, suggesting the p21-Rb pathway play an important role in G1 arrest in K562 cells."	( Smenospongine, a sesquiterpene aminoquinone from a marine sponge, induces G1 arrest or apoptosis in different leukemia cells. Aoki, S; Kobayashi, M; Kong, D; Sakai, T; Sowa, Y, 2008)	2.27

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

Bioassays (13)

Assay ID	Title	Year	Journal	Article
AID1467594	Antibacterial activity against Klebsiella pneumoniae NBRC 14940 after 12 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	New merosesquiterpenes from a Vietnamese marine sponge of Spongia sp. and their biological activities.
AID1490937	Cytotoxicity against human U937 cells after 72 hrs by CCK8 assay	2017	Journal of natural products, 05-26, Volume: 80, Issue:5	Sesquiterpene Quinones/Hydroquinones from the Marine Sponge Spongia pertusa Esper.
AID1490938	Cytotoxicity against human HeLa cells after 72 hrs by CCK8 assay	2017	Journal of natural products, 05-26, Volume: 80, Issue:5	Sesquiterpene Quinones/Hydroquinones from the Marine Sponge Spongia pertusa Esper.
AID1467591	Cytotoxicity against human A549 cells assessed as decrease in cell viability after 72 hrs by WST8 assay	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	New merosesquiterpenes from a Vietnamese marine sponge of Spongia sp. and their biological activities.
AID1178613	Antiproliferative activity against human DU145 cells assessed as growth inhibition under hypoxic condition at 1 to 30 uM after 24 hrs by MTT assay	2014	Bioorganic & medicinal chemistry letters, Jul-15, Volume: 24, Issue:14	Marine spongian sesquiterpene phenols, dictyoceratin-C and smenospondiol, display hypoxia-selective growth inhibition against cancer cells.
AID1467596	Antibacterial activity against Staphylococcus aureus NBRC 100910 after 12 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	New merosesquiterpenes from a Vietnamese marine sponge of Spongia sp. and their biological activities.
AID1467595	Antibacterial activity against Bacillus subtilis NBRC 13719 after 12 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	New merosesquiterpenes from a Vietnamese marine sponge of Spongia sp. and their biological activities.
AID1467590	Cytotoxicity against human HeLa cells assessed as decrease in cell viability after 72 hrs by WST8 assay	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	New merosesquiterpenes from a Vietnamese marine sponge of Spongia sp. and their biological activities.
AID1467589	Cytotoxicity against human WI38 cells assessed as decrease in cell viability after 72 hrs by WST8 assay	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	New merosesquiterpenes from a Vietnamese marine sponge of Spongia sp. and their biological activities.
AID1490939	Cytotoxicity against human HepG2 cells after 72 hrs by CCK8 assay	2017	Journal of natural products, 05-26, Volume: 80, Issue:5	Sesquiterpene Quinones/Hydroquinones from the Marine Sponge Spongia pertusa Esper.
AID1467592	Cytotoxicity against human MCF7 cells assessed as decrease in cell viability after 72 hrs by WST8 assay	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	New merosesquiterpenes from a Vietnamese marine sponge of Spongia sp. and their biological activities.
AID1467593	Antibacterial activity against Escherichia coli NBRC 102203 after 12 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14	New merosesquiterpenes from a Vietnamese marine sponge of Spongia sp. and their biological activities.
AID1490936	Cytotoxicity against human A549 cells after 72 hrs by CCK8 assay	2017	Journal of natural products, 05-26, Volume: 80, Issue:5	Sesquiterpene Quinones/Hydroquinones from the Marine Sponge Spongia pertusa Esper.
[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	2 (25.00)	29.6817
2010's	6 (75.00)	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]

Market Indicators

Research Demand Index: 12.72

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	12.72 (24.57)
Research Supply Index	2.20 (2.92)
Research Growth Index	4.92 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (12.72)

All Compounds (24.57)

Study Types

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	8 (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
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.	2.15	1	nucleobase analogue; organofluorine compound	antimetabolite; antineoplastic agent; environmental contaminant; immunosuppressive agent; radiosensitizing agent; xenobiotic
kanamycin a Kanamycin: Antibiotic complex produced by Streptomyces kanamyceticus from Japanese soil. Comprises 3 components: kanamycin A, the major component, and kanamycins B and C, the minor components.. kanamycin : Kanamycin is a naturally occurring antibiotic complex from Streptomyces kanamyceticus that consists of several components: kanamycin A, the major component (also usually designated as kanamycin), and kanamycins B, C, D and X the minor components.	2.15	1	kanamycins	bacterial metabolite
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.	2.15	1	beta-lactam antibiotic; penicillin allergen; penicillin	antibacterial drug
fluorescein-5-isothiocyanate Fluorescein-5-isothiocyanate: Fluorescent probe capable of being conjugated to tissue and proteins. It is used as a label in fluorescent antibody staining procedures as well as protein- and amino acid-binding techniques.. fluorescein 5-isothiocyanate : The 5-isomer of fluorescein isothiocyanate. Acts as a fluorescent probe capable of being conjugated to tissue and proteins; used as a label in fluorescent antibody staining procedures as well as protein- and amino acid-binding techniques.	2.02	1	fluorescein isothiocyanate
illimaquinone illimaquinone: structure given in first source; isolated from the Red Sea sponge Smenospongia; inhibits the RNase H. activity of HIV-1 reverse transcriptase	2.52	2	monohydroxy-1,4-benzoquinones; prenylquinone	metabolite
sesquiterpenes [no description available]	3.33	6
bolinaquinone bolinaquinone: a marine sesquiterpenoid from sponge Dysidea sp. with anti-inflammatory activity; structure in first source	2.1	1
dictyoceratin-c dictyoceratin-C: from the marine species Spongia sp.; structure in first source	2.1	1

Condition	Relationship Strength	Studies
Anoxemia [description not available]	2.1	1
Benign Neoplasms [description not available]	2.1	1
Hypoxia Sub-optimal OXYGEN levels in the ambient air of living organisms.	2.1	1
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.	2.1	1
Breast Cancer [description not available]	7.17	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.17	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2.17	1
Kahler Disease [description not available]	2.15	1
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.	2.15	1
Leucocythaemia [description not available]	2.04	1
Leukemia A progressive, malignant disease of the blood-forming organs, characterized by distorted proliferation and development of leukocytes and their precursors in the blood and bone marrow. Leukemias were originally termed acute or chronic based on life expectancy but now are classified according to cellular maturity. Acute leukemias consist of predominately immature cells; chronic leukemias are composed of more mature cells. (From The Merck Manual, 2006)	7.04	1
Granulocytic Leukemia, Chronic [description not available]	2.02	1
Leukemia, Myelogenous, Chronic, BCR-ABL Positive Clonal hematopoetic disorder caused by an acquired genetic defect in PLURIPOTENT STEM CELLS. It starts in MYELOID CELLS of the bone marrow, invades the blood and then other organs. The condition progresses from a stable, more indolent, chronic phase (LEUKEMIA, MYELOID, CHRONIC PHASE) lasting up to 7 years, to an advanced phase composed of an accelerated phase (LEUKEMIA, MYELOID, ACCELERATED PHASE) and BLAST CRISIS.	2.02	1

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