khellactone profile

khellactone: isolated from roots of Angelica pupuraefolia; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Related Flora

Flora	Rank	Flora Definition	Family	Family Definition
Angelica	genus	A plant genus of the family Apiaceae.[MeSH]	Apiaceae	A large plant family in the order Apiales, also known as Umbelliferae. Most are aromatic herbs with alternate, feather-divided leaves that are sheathed at the base. The flowers often form a conspicuous flat-topped umbel. Each small individual flower is usually bisexual, with five sepals, five petals, and an enlarged disk at the base of the style. The fruits are ridged and are composed of two parts that split open at maturity.[MeSH]

ID Source	ID
PubMed CID	253856
CHEMBL ID	129702
CHEBI ID	168011
MeSH ID	M0511163

Synonym
9,10-dihydroxy-8,8-dimethyl-2h,8h,9h,10h-pyrano[2,3-h]chromen-2-one
518-76-3
9,10-dihydroxy-8,8-dimethyl-9,10-dihydropyrano[2,3-]chromen-2-one
CHEBI:168011
NCI60_041702
(+/-)-cis-khellactone
9,10-dihydroxy-8,8-dimethyl-9,10-dihydropyrano[2,3-f]chromen-2-one
nsc77209
6-chromanacrylic acid,4,5-trihydroxy-2,2-dimethyl-, .delta.-lactone
nsc-77209
NCIOPEN2_003994
CHEMBL129702
khellactone
ncgc00384976-01!9,10-dihydroxy-8,8-dimethyl-9,10-dihydropyrano[2,3-f]chromen-2-one
ur04ok5s60 ,
unii-ur04ok5s60

Research Excerpts

Overview

Khellactone (3) is a major compound of the roots of A.

Excerpt	Reference	Relevance
"Khellactone (3) is a major compound of the roots of A."	( Isolation of coumarins and ferulate from the roots of Angelica purpuraefolia and the antitumor activity of khellactone. Ahn, KS; Joung, H; Kim, JC; Kwon, OK; Lee, HK; Lee, J; Min, BS; Oh, SR, 2007)	1.27

Treatment

Excerpt	Reference	Relevance
"cis-Khellactone treatment specifically decreased dermal macrophage infiltration in psoriatic skin but not in neutrophils or T cells."	( cis-Khellactone Inhibited the Proinflammatory Macrophages via Promoting Autophagy to Ameliorate Imiquimod-Induced Psoriasis. Feng, L; Guo, M; Huang, W; Kong, L; Shao, F; Song, P; Wu, X; Xu, F; Xu, L; Xu, Q, 2019)	1.55

Toxicity

Excerpt	Reference	Relevance
" The aim of this work was to evaluate antidiabetic activity in Streptozotocin (STZ)-induced diabetic rats and the antioxidant effects of 3',4'-Di-O-acetyl-cis-khellactone (DOAcK), as well as its toxic potential."	( Antidiabetic effect, antioxidant activity, and toxicity of 3',4'-Di-O-acetyl-cis-khellactone in Streptozotocin-induced diabetic rats. Burgueño-Tapia, E; Cornejo-Garrido, J; Domínguez-Mendoza, EA; Ordaz-Pichardo, C, 2016)	0.86

Pharmacokinetics

Excerpt	Reference	Relevance
" Attention was mainly paid to the pharmacological features, therapeutic mechanisms and structure-activity relationships of KDs in previous reviews, whereas their pharmacokinetic and metabolic characteristics have seldom been discussed."	( Pharmacokinetic and Metabolic Characteristics of Herb-Derived Khellactone Derivatives, A Class of Anti-HIV and Anti-Hypertensive: A Review. Chang, C; Du, W; Fu, Q; Guo, P; Jing, W; Liu, R; Luo, Z; Zeng, A; Zhang, T, 2016)	0.67

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

Class	Description
coumarins
[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]

Assay ID	Title	Year	Journal	Article
AID79298	Anti-HIV activity in acutely infected H9 lymphocytes.	1994	Journal of medicinal chemistry, Nov-11, Volume: 37, Issue:23	Anti-AIDS agents. 15. Synthesis and anti-HIV activity of dihydroseselins and related analogs.
AID79441	Tested for in vitro therapeutic index as the ratio of IC50 to EC50 in acutely infected H9 Lymphocytes.	1994	Journal of medicinal chemistry, Nov-11, Volume: 37, Issue:23	Anti-AIDS agents. 15. Synthesis and anti-HIV activity of dihydroseselins and related analogs.
[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 (4.55)	18.2507
2000's	4 (18.18)	29.6817
2010's	15 (68.18)	24.3611
2020's	2 (9.09)	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	1 (4.55%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	21 (95.45%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
coumarin 2H-chromen-2-one: coumarin derivative	2.13	1	coumarins	fluorescent dye; human metabolite; plant metabolite
camphor, (+-)-isomer [no description available]	2.47	2	bornane monoterpenoid; cyclic monoterpene ketone	plant metabolite
zidovudine Zidovudine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.. zidovudine : A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.	1.98	1	azide; pyrimidine 2',3'-dideoxyribonucleoside	antimetabolite; antiviral drug; HIV-1 reverse transcriptase inhibitor
imiquimod Imiquimod: A topically-applied aminoquinoline immune modulator that induces interferon production. It is used in the treatment of external genital and perianal warts, superficial CARCINOMA, BASAL CELL; and ACTINIC KERATOSIS.. imiquimod : An imidazoquinoline fused [4,5-c] carrying isobutyl and amino substituents at N-1 and C-4 respectively. A prescription medication, it acts as an immune response modifier and is used to treat genital warts, superficial basal cell carcinoma, and actinic keratosis.	7.21	1	imidazoquinoline	antineoplastic agent; interferon inducer
seselin seselin: structure in first source	1.98	1	coumarins	metabolite
suksdorfin suksdorfin: from the fruit of Lomatium sukdorfi; structure given in first source	1.98	1
methotrexate [no description available]	2.21	1	dicarboxylic acid; monocarboxylic acid amide; pteridines	abortifacient; antimetabolite; antineoplastic agent; antirheumatic drug; dermatologic drug; DNA synthesis inhibitor; EC 1.5.1.3 (dihydrofolate reductase) inhibitor; immunosuppressive agent
visnadin [no description available]	1.98	1
lomatin lomatin: isolated from Lomatium nutalli and various Umbelliferae; structure in first source	7.05	1	coumarins
7-hydroxycoumarin 7-oxycoumarin: derivatives have anti-oxidant properties. umbelliferone : A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7.	2.05	1	hydroxycoumarin	fluorescent probe; food component; plant metabolite
praeruptorin c praeruptorin C: isolated from root of Peucedanum praeruptorum Dunn; RN from Toxlit; structure given in first source	2.78	3
anomalin anomalin: structure given in first source; RN given refers to (Z)-isomer; RN for cpd without isomeric designation not avail 10/90	2.48	2
9r-(9alpha(z),10alpha) of 3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin praeruptorin A: isolated fromPeucedanum praeruptorum Dunn. roots; structure in first source	2.49	2
warfarin Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.. warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.	5.53	20	benzenes; hydroxycoumarin; methyl ketone

Condition	Relationship Strength	Studies
Acquired Immune Deficiency Syndrome [description not available]	1.98	1
Acquired Immunodeficiency Syndrome An acquired defect of cellular immunity associated with infection by the human immunodeficiency virus (HIV), a CD4-positive T-lymphocyte count under 200 cells/microliter or less than 14% of total lymphocytes, and increased susceptibility to opportunistic infections and malignant neoplasms. Clinical manifestations also include emaciation (wasting) and dementia. These elements reflect criteria for AIDS as defined by the CDC in 1993.	1.98	1
Lung Injury, Acute [description not available]	2.15	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).	7.15	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.54	2
Palmoplantaris Pustulosis [description not available]	2.21	1
Psoriasis A common genetically determined, chronic, inflammatory skin disease characterized by rounded erythematous, dry, scaling patches. The lesions have a predilection for nails, scalp, genitalia, extensor surfaces, and the lumbosacral region. Accelerated epidermopoiesis is considered to be the fundamental pathologic feature in psoriasis.	7.21	1
Airflow Obstruction, Chronic [description not available]	2.1	1
Pulmonary Disease, Chronic Obstructive A disease of chronic diffuse irreversible airflow obstruction. Subcategories of COPD include CHRONIC BRONCHITIS and PULMONARY EMPHYSEMA.	2.1	1
Blood Pressure, High [description not available]	3.04	1
HIV Coinfection [description not available]	3.69	3
Hypertension Persistently high systemic arterial BLOOD PRESSURE. Based on multiple readings (BLOOD PRESSURE DETERMINATION), hypertension is currently defined as when SYSTOLIC PRESSURE is consistently greater than 140 mm Hg or when DIASTOLIC PRESSURE is consistently 90 mm Hg or more.	3.04	1
HIV Infections Includes the spectrum of human immunodeficiency virus infections that range from asymptomatic seropositivity, thru AIDS-related complex (ARC), to acquired immunodeficiency syndrome (AIDS).	3.69	3
Body Weight The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.	2.13	1
Alloxan Diabetes [description not available]	2.13	1
HIV Human immunodeficiency virus. A non-taxonomic and historical term referring to any of two species, specifically HIV-1 and/or HIV-2. Prior to 1986, this was called human T-lymphotropic virus type III/lymphadenopathy-associated virus (HTLV-III/LAV). From 1986-1990, it was an official species called HIV. Since 1991, HIV was no longer considered an official species name; the two species were designated HIV-1 and HIV-2.	2.06	1
Breast Cancer [description not available]	2.07	1
Cancer of Cervix [description not available]	2.07	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2.07	1
Uterine Cervical Neoplasms Tumors or cancer of the UTERINE CERVIX.	2.07	1
Carcinoma, Anaplastic [description not available]	2.03	1
Cancer of Lung [description not available]	2.03	1
Carcinoma A malignant neoplasm made up of epithelial cells tending to infiltrate the surrounding tissues and give rise to metastases. It is a histological type of neoplasm and not a synonym for cancer.	2.03	1
Lung Neoplasms Tumors or cancer of the LUNG.	2.03	1
Benign Neoplasms [description not available]	2.04	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.	2.04	1
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	2.04	1

khellactone

Description

Cross-References

Synonyms (16)

Research Excerpts

Overview

Treatment

Toxicity

Pharmacokinetics

Drug Classes (1)

Bioassays (2)

Research

Studies (22)

Study Types

khellactone

Description

Related Flora

Cross-References

Synonyms (16)

Research Excerpts

Overview

Treatment

Toxicity

Pharmacokinetics

Drug Classes (1)

Bioassays (2)

Research

Studies (22)

Study Types

Related Drugs (14)

Related Conditions (27)