Compounds > deoxyshikonin
Page last updated: 2024-11-07

deoxyshikonin

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

Description

deoxyshikonin: isolated from Lithospermum erythrorhizon [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
LithospermumgenusA plant genus of the family BORAGINACEAE. Members contain lithospermans and lithospermic acid.[MeSH]BoraginaceaeThe Borage plant family is in the class Magnoliopsida, subclass Asteridae, order Lamiales. It is characterized by hairy foliage, usually alternate and simple; flowers are funnel-shaped or tubular. Some of the species contain PYRROLIZIDINE ALKALOIDS.[MeSH]
Lithospermum erythrorhizonspecies[no description available]BoraginaceaeThe Borage plant family is in the class Magnoliopsida, subclass Asteridae, order Lamiales. It is characterized by hairy foliage, usually alternate and simple; flowers are funnel-shaped or tubular. Some of the species contain PYRROLIZIDINE ALKALOIDS.[MeSH]

Cross-References

ID SourceID
PubMed CID98914
SCHEMBL ID2873443
MeSH IDM0157330

Synonyms (32)

Synonym
arnebin-7
nsc-179184
arnebin 7
nsc179184
43043-74-9
deoxyshikonin
5,8-dihydroxy-2-(4-methylpent-3-enyl)naphthalene-1,4-dione
C18133 ,
D2117
5,8-dihydroxy-2-(4-methyl-3-pentenyl)-1,4-naphthalenedione
x908dxc99i ,
1,4-naphthalenedione, 5,8-dihydroxy-2-(4-methyl-3-pentenyl)-
nsc 179184
unii-x908dxc99i
CCG-208460
SCHEMBL2873443
5,8-dihydroxy-2-(4-methyl-3-pentenyl)naphthoquinone #
VOMDIEGPEURZJO-UHFFFAOYSA-N
AC-34651
5,8-dihydroxy-2-(4-methylpent-3-en-1-yl)-1,4-dihydronaphthalene-1,4-dione
DTXSID80195660 ,
SR-05000013699-1
sr-05000013699
AKOS037515090
HY-N2187
Q27155446
FT-0749847
arnebin vii;deoxyalkannin;anhydroalkanin;arnebin 7;nsc 179184
BCP34278
CS-0019495
MS-23859
dtxcid20118151

Research Excerpts

Overview

Deoxyshikonin is a natural compound isolated from the root of Lithospermum erythrorhizon. It owns remarkable therapeutic effects on multiple diseases.

ExcerptReferenceRelevance
"Deoxyshikonin is a natural compound isolated from the root of Lithospermum erythrorhizon and one of the shikonin derivatives which owns remarkable therapeutic effects on multiple diseases."( Deoxyshikonin inhibited rotavirus replication by regulating autophagy and oxidative stress through SIRT1/FoxO1/Rab7 axis.
Cui, Y; He, B; Huang, H; Liao, D; Pu, R; Zhou, G, 2023)		3.07

Compound-Compound Interactions

ExcerptReferenceRelevance
" In this study, we investigated erlotinib in combination with shikonin and 14 shikonin derivatives in parental U87MG and transfected U87MG."( Shikonin and its derivatives inhibit the epidermal growth factor receptor signaling and synergistically kill glioblastoma cells in combination with erlotinib.
Bauer, R; Efferth, T; Kretschmer, N; Zhao, Q, 2015)		0.42
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
hydroxy-1,4-naphthoquinoneAny member of the class of 1,4-naphthoquinones in which the naphthoquinone moiety is substituted by at least one hydroxy group.
[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]

Pathways (1)

PathwayProteinsCompounds
shikonin biosynthesis016
shikonin biosynthesis017

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's5 (41.67)24.3611
2020's7 (58.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.67

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.67 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.72 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.67)

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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
quinazolines
Quinazolines: A group of aromatic heterocyclic compounds that contain a bicyclic structure with two fused six-membered aromatic rings, a benzene ring and a pyrimidine ring.. quinazoline : A mancude organic heterobicyclic parent that is naphthalene in which the carbon atoms at positions 1 and 3 have been replaced by nitrogen atoms.. quinazolines : Any organic heterobicyclic compound based on a quinazoline skeleton and its substituted derivatives.		2.1110azaarene;
mancude organic heterobicyclic parent;
ortho-fused heteroarene;
quinazolines
alkannin
alkannin: a naphthazarin used to promote wound healing, from the plant Alkanna tinctoria; RN given refers to (S)-isomer; structure		7.6120hydroxy-1,4-naphthoquinone
erlotinib hydrochloride
[no description available]		2.1110hydrochloride;
terminal acetylenic compound		antineoplastic agent;
protein kinase inhibitor
isobutyrylshikonin
isobutyrylshikonin: from root of Lithospermum erythrorhizon; structure in first source		2.1110hydroxy-1,4-naphthoquinone
acetylshikonin
acetylshikonin: from roots of Boraginacea; RN given refers to cpd without isomeric designation		2.1110
shikonin
shikonin: a naphthazarin; has antineoplastic and angiogenesis inhibiting activities		2.5320hydroxy-1,4-naphthoquinone
naphthoquinones
Naphthoquinones: Naphthalene rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.		3.92100
ConditionIndicatedRelationship StrengthStudiesTrials
Carcinoma, Epidermoid
[description not available]		02.4110
Cancer of Mouth
[description not available]		02.4110
Cancer of the Tongue
[description not available]		02.4110
Carcinoma, Squamous Cell
A carcinoma derived from stratified SQUAMOUS EPITHELIAL CELLS. It may also occur in sites where glandular or columnar epithelium is normally present. (From Stedman, 25th ed)		02.4110
Mouth Neoplasms
Tumors or cancer of the MOUTH.		02.4110
Tongue Neoplasms
Tumors or cancer of the TONGUE.		02.4110
Diarrhea
An increased liquidity or decreased consistency of FECES, such as running stool. Fecal consistency is related to the ratio of water-holding capacity of insoluble solids to total water, rather than the amount of water present. Diarrhea is not hyperdefecation or increased fecal weight.		02.610
Bone Cancer
[description not available]		02.610
Osteogenic Sarcoma
[description not available]		02.610
Bone Neoplasms
Tumors or cancer located in bone tissue or specific BONES.		02.610
Osteosarcoma
A sarcoma originating in bone-forming cells, affecting the ends of long bones. It is the most common and most malignant of sarcomas of the bones, and occurs chiefly among 10- to 25-year-old youths. (From Stedman, 25th ed)		07.610
Carcinoma, Non-Small Cell Lung
[description not available]		02.2510
Cancer of Lung
[description not available]		02.2510
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.		02.2510
Lung Neoplasms
Tumors or cancer of the LUNG.		02.2510
Alloxan Diabetes
[description not available]		02.1710
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.1710
Astrocytoma, Grade IV
[description not available]		02.1110
Glioblastoma
A malignant form of astrocytoma histologically characterized by pleomorphism of cells, nuclear atypia, microhemorrhage, and necrosis. They may arise in any region of the central nervous system, with a predilection for the cerebral hemispheres, basal ganglia, and commissural pathways. Clinical presentation most frequently occurs in the fifth or sixth decade of life with focal neurologic signs or seizures.		02.1110