7a-hydroxy-3,3,5,7b-tetramethyl-1a,2,3a,5,6,7-hexahydro-1H-cyclopropa[a]naphthalen-4-one

Details

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Internal ID 560eb7ff-a6ce-48f9-aca9-9558ad8dd5bc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Himachalane and lippifoliane sesquiterpenoids
IUPAC Name 7a-hydroxy-3,3,5,7b-tetramethyl-1a,2,3a,5,6,7-hexahydro-1H-cyclopropa[a]naphthalen-4-one
SMILES (Canonical) CC1CCC2(C(C1=O)C(CC3C2(C3)C)(C)C)O
SMILES (Isomeric) CC1CCC2(C(C1=O)C(CC3C2(C3)C)(C)C)O
InChI InChI=1S/C15H24O2/c1-9-5-6-15(17)12(11(9)16)13(2,3)7-10-8-14(10,15)4/h9-10,12,17H,5-8H2,1-4H3
InChI Key ARIMXCACVHKASK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H24O2
Molecular Weight 236.35 g/mol
Exact Mass 236.177630004 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.79
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7a-hydroxy-3,3,5,7b-tetramethyl-1a,2,3a,5,6,7-hexahydro-1H-cyclopropa[a]naphthalen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 + 0.7891 78.91%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability + 0.7286 72.86%
Subcellular localzation Mitochondria 0.6816 68.16%
OATP2B1 inhibitior - 0.8403 84.03%
OATP1B1 inhibitior + 0.9214 92.14%
OATP1B3 inhibitior + 0.9672 96.72%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior - 0.8298 82.98%
P-glycoprotein inhibitior - 0.9198 91.98%
P-glycoprotein substrate - 0.8773 87.73%
CYP3A4 substrate + 0.5679 56.79%
CYP2C9 substrate - 0.8272 82.72%
CYP2D6 substrate - 0.8035 80.35%
CYP3A4 inhibition - 0.8643 86.43%
CYP2C9 inhibition - 0.5508 55.08%
CYP2C19 inhibition - 0.6663 66.63%
CYP2D6 inhibition - 0.9591 95.91%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition - 0.9239 92.39%
CYP inhibitory promiscuity - 0.9666 96.66%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6131 61.31%
Eye corrosion - 0.9804 98.04%
Eye irritation - 0.5989 59.89%
Skin irritation + 0.5690 56.90%
Skin corrosion - 0.9248 92.48%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5804 58.04%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.5409 54.09%
skin sensitisation - 0.5844 58.44%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6756 67.56%
Acute Oral Toxicity (c) III 0.6686 66.86%
Estrogen receptor binding - 0.6019 60.19%
Androgen receptor binding + 0.5511 55.11%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.6397 63.97%
Aromatase binding - 0.5167 51.67%
PPAR gamma - 0.7506 75.06%
Honey bee toxicity - 0.9159 91.59%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9554 95.54%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.24% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.53% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.76% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.58% 91.11%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.65% 93.04%
CHEMBL1871 P10275 Androgen Receptor 86.50% 96.43%
CHEMBL4040 P28482 MAP kinase ERK2 85.64% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.36% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.18% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.96% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.53% 92.94%
CHEMBL259 P32245 Melanocortin receptor 4 80.51% 95.38%

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.
Lippia integrifolia

Cross-Links

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PubChem 162959553
LOTUS LTS0247403
wikiData Q104917338