Pulegone

Details

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Internal ID e09df061-3b99-4357-8c44-d5501af16f9e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
IUPAC Name (5R)-5-methyl-2-propan-2-ylidenecyclohexan-1-one
SMILES (Canonical) CC1CCC(=C(C)C)C(=O)C1
SMILES (Isomeric) C[C@@H]1CCC(=C(C)C)C(=O)C1
InChI InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1
InChI Key NZGWDASTMWDZIW-MRVPVSSYSA-N
Popularity 494 references in papers

Physical and Chemical Properties

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Molecular Formula C10H16O
Molecular Weight 152.23 g/mol
Exact Mass 152.120115130 g/mol
Topological Polar Surface Area (TPSA) 17.10 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.71
H-Bond Acceptor 1
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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(+)-Pulegone
89-82-7
d-Pulegone
(R)-Pulegone
(R)-(+)-Pulegone
(+)-(R)-Pulegone
Pulegon
(1R)-(+)-p-Menth-4(8)-en-3-one
Pulegone, d-
Pulegone (natural)
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Pulegone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9966 99.66%
Caco-2 + 0.9098 90.98%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.6171 61.71%
OATP2B1 inhibitior - 0.8439 84.39%
OATP1B1 inhibitior + 0.9537 95.37%
OATP1B3 inhibitior + 0.9200 92.00%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.8608 86.08%
P-glycoprotein inhibitior - 0.9786 97.86%
P-glycoprotein substrate - 0.9543 95.43%
CYP3A4 substrate - 0.6388 63.88%
CYP2C9 substrate - 0.8078 80.78%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.9345 93.45%
CYP2C9 inhibition - 0.9117 91.17%
CYP2C19 inhibition - 0.8529 85.29%
CYP2D6 inhibition - 0.9483 94.83%
CYP1A2 inhibition - 0.7072 70.72%
CYP2C8 inhibition - 0.9850 98.50%
CYP inhibitory promiscuity - 0.8563 85.63%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.5668 56.68%
Eye corrosion - 0.8106 81.06%
Eye irritation + 0.9772 97.72%
Skin irritation + 0.8147 81.47%
Skin corrosion - 0.9762 97.62%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7213 72.13%
Micronuclear - 1.0000 100.00%
Hepatotoxicity + 0.9750 97.50%
skin sensitisation + 0.9399 93.99%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity - 0.6333 63.33%
Mitochondrial toxicity - 0.9500 95.00%
Nephrotoxicity + 0.5896 58.96%
Acute Oral Toxicity (c) II 0.7309 73.09%
Estrogen receptor binding - 0.9887 98.87%
Androgen receptor binding - 0.7344 73.44%
Thyroid receptor binding - 0.8496 84.96%
Glucocorticoid receptor binding - 0.8987 89.87%
Aromatase binding - 0.9360 93.60%
PPAR gamma - 0.8772 87.72%
Honey bee toxicity - 0.9670 96.70%
Biodegradation + 0.6500 65.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9800 98.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 92.39% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.51% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.03% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.29% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 80.76% 91.19%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Achillea cuneatiloba
Actaea cimicifuga
Actaea dahurica
Actaea simplex
Agastache rugosa
Artemisia capillaris
Artemisia judaica
Basella alba
Bellis perennis
Canella winterana
Cannabis sativa
Centella asiatica
Cinnamomum aromaticum
Clinopodium brownei
Clinopodium gilliesii
Clinopodium glabrum
Clinopodium grandiflorum
Clinopodium menthifolium subsp. menthifolium
Clinopodium nepeta subsp. spruneri
Clinopodium pamphylicum
Clinopodium serpyllifolium subsp. fruticosum
Clinopodium suaveolens
Clinopodium vimineum
Conioselinum anthriscoides
Conioselinum smithii
Conioselinum tenuissimum
Cunila microcephala
Cyclotrichium niveum
Daucus carota
Diplotaenia cachrydifolia
Foeniculum vulgare
Fumana thymifolia
Hedeoma mandoniana
Hedeoma multiflora
Hedeoma pulegioides
Hedyosmum mexicanum
Hesperozygis ringens
Hyptis spicigera
Lavandula stoechas
Lepechinia chamaedryoides
Melia azedarach
Mentha × piperita
Mentha × verticillata
Mentha aquatica
Mentha arvensis
Mentha canadensis
Mentha gattefossei
Mentha grandiflora
Mentha longifolia
Mentha pulegium
Micromeria douglasii
Minthostachys glabrescens
Minthostachys mollis
Minthostachys verticillata
Monarda fistulosa
Nepeta racemosa
Nepeta tenuifolia
Origanum × adanense
Origanum laevigatum
Perilla frutescens
Pinellia ternata
Plagiochila rutilans
Poliomintha incana
Polygala senega
Pycnanthemum floridanum
Pycnanthemum muticum
Rhanterium epapposum
Rosmarinus officinalis
Senna alexandrina
Sideritis tragoriganum
Solanum tuberosum
Swertia japonica
Thymbra capitata
Thymbra spicata
Thymus longicaulis
Thymus quinquecostatus
Thymus vulgaris
Vaccinium corymbosum
Ziziphora hispanica
Ziziphora tenuior

Cross-Links

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PubChem 442495
NPASS NPC4079
LOTUS LTS0094277
wikiData Q413816