nepetalactol

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

Description

nepetalactol: a sex pheromone isolated from the potato aphid, Macrosiphum euphorbiae; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

cis-trans-nepetalactol : A cyclopentapyran that is 1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by a hydroxy group and at positions 4 and 7 by methyl groups (the 4aS,7S,7aR-diastereomer) [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]

Cross-References

ID Source	ID
PubMed CID	11652906
CHEBI ID	71494
SCHEMBL ID	14146705
MeSH ID	M0481754

Synonyms (15)

Synonym
(4as,7s,7ar)-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-ol
cis-trans-iridodial lactol
cis-trans-nepetalactol
C09804
(+)-cis,trans-nepetalactol
CHEBI:71494
(4as,7s,7ar)-nepetalactol
SCHEMBL14146705
iridodial lactol
(7s)-cis,trans-nepetalactol
nepetalactol
ZB0583
DTXSID601032254
(4as,7s,7ar)-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-ol
AKOS040824555

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

Drug Classes (2)

Class	Description
cyclopentapyran
lactol	Cyclic hemiacetals formed by intramolecular addition of a hydroxy group to an aldehydic or ketonic carbonyl group. They are thus 1-oxacycloalkan-2-ols or unsaturated analogues.
[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)

Pathway	Proteins	Compounds
secologanin and strictosidine biosynthesis	3	32
secologanin and strictosidine biosynthesis	13	36

Research

Studies (11)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	4 (36.36)	29.6817
2010's	6 (54.55)	24.3611
2020's	1 (9.09)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 27.86

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.

Metric	This Compound (vs All)
Research Demand Index	27.86 (24.57)
Research Supply Index	2.48 (2.92)
Research Growth Index	4.56 (4.65)
Search Engine Demand Index	31.58 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (27.86)

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	11 (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
serine Serine: A non-essential amino acid occurring in natural form as the L-isomer. It is synthesized from GLYCINE or THREONINE. It is involved in the biosynthesis of PURINES; PYRIMIDINES; and other amino acids.. serine : An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group.	2.21	1	L-alpha-amino acid; proteinogenic amino acid; serine family amino acid; serine zwitterion; serine	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
citronellol citronellol: alcohol form of citronellal; found in rose oil; RN given refers to parent cpd without isomeric designation; structure. citronellol : A monoterpenoid that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7.. insect repellent : An insecticide that acts as a repellent to insects.	2.13	1	monoterpenoid	plant metabolite
cyclopentane Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution.	3.29	6	cycloalkane; cyclopentanes; volatile organic compound	non-polar solvent
1-tridecene [no description available]	2.17	1	acyclic olefin
alkenes [no description available]	2.17	1
actinidine actinidine: found in VALERIAN and NEPETA; RN given refers to the (S)-(-)-isomer; structure in first source. actinidine : A member of the class of cyclopentapyridines that is 6,7-dihydrocyclopenta[c]pyridine bearing two methyl substituents at positions 4 and 7.	2.11	1	cyclopentapyridine; pyridine alkaloid	pheromone; plant metabolite
nepetalactone nepetalactone: RN given for (4aS-(4aalpha,7alpha,7aalpha))-isomer; structure in first source. trans-cis-nepetalactone : A cyclopentapyran that is (4aS,7aS)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by an oxo group and at positions 4 and 7 by methyl groups, respectively (the 4aS,7S,7aS-diastereomer). An iridoid monoterpenoid isolated from several Nepeta plant species. It exhibits potent repellant activity against house dust mites and mosquitoes.	8.29	6
strictosidine [no description available]	2.13	1	alkaloid ester; beta-D-glucoside; indole alkaloid; methyl ester
dolichodial dolichodial: isolated from walkingstick, Anisomorpha buprestoides. dolichodial : A dialdehyde that is cyclopentanecarbaldehyde substituted by a methyl group at position 2 and a 3-oxo-prop-1-en-2yl group at position 5. It has been found to occur in pheromones of insects such as aphids.	2.04	1	dialdehyde; iridoid monoterpenoid; olefinic compound	animal metabolite; plant metabolite; volatile oil component
iridomyrmecin iridomyrmecin: produced by the Drosophila parasitoid Leptopilina heterotoma	2.11	1	terpene lactone
iridoids Iridoids: A type of MONOTERPENES, derived from geraniol. They have the general form of cyclopentanopyran, but in some cases, one of the rings is broken as in the case of secoiridoid. They are different from the similarly named iridals (TRITERPENES).	7.83	3
geraniol [no description available]	2.13	1	3,7-dimethylocta-2,6-dien-1-ol; monoterpenoid; primary alcohol	allergen; fragrance; plant metabolite; volatile oil component
nadp [no description available]	7.25	1

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