4a,5-Dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene

Details

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Internal ID 745ef2d0-ede5-4704-bfdf-2571c8f688b4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name 4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene
SMILES (Canonical) CC1CCC=C2C1(CC(CC2)C(=C)C)C
SMILES (Isomeric) CC1CCC=C2C1(CC(CC2)C(=C)C)C
InChI InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3
InChI Key QEBNYNLSCGVZOH-UHFFFAOYSA-N
Popularity 12 references in papers

Physical and Chemical Properties

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Molecular Formula C15H24
Molecular Weight 204.35 g/mol
Exact Mass 204.187800766 g/mol
Topological Polar Surface Area (TPSA) 0.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.73
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene
Valencene (natural)
Oxo-Tremorine
NSC-148969
Valencene 85
4.alpha.,9-octalin
4.beta.H,11-diene
4.beta.H,5.alpha.-Eremophila-1(10),11-diene
3-Isopropenyl-4a,5-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene #
DTXSID60859879
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 4a,5-Dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9930 99.30%
Caco-2 + 0.9131 91.31%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Lysosomes 0.7353 73.53%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.9407 94.07%
OATP1B3 inhibitior + 0.8581 85.81%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.7672 76.72%
P-glycoprotein inhibitior - 0.9390 93.90%
P-glycoprotein substrate - 0.8368 83.68%
CYP3A4 substrate - 0.5102 51.02%
CYP2C9 substrate - 0.7731 77.31%
CYP2D6 substrate - 0.7252 72.52%
CYP3A4 inhibition - 0.7864 78.64%
CYP2C9 inhibition - 0.6915 69.15%
CYP2C19 inhibition - 0.5906 59.06%
CYP2D6 inhibition - 0.9327 93.27%
CYP1A2 inhibition - 0.7810 78.10%
CYP2C8 inhibition - 0.7208 72.08%
CYP inhibitory promiscuity - 0.5706 57.06%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7900 79.00%
Carcinogenicity (trinary) Non-required 0.4601 46.01%
Eye corrosion - 0.9524 95.24%
Eye irritation - 0.5129 51.29%
Skin irritation - 0.6639 66.39%
Skin corrosion - 0.9633 96.33%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4703 47.03%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation + 0.7720 77.20%
Respiratory toxicity - 0.7444 74.44%
Reproductive toxicity - 0.5222 52.22%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.6272 62.72%
Acute Oral Toxicity (c) III 0.7804 78.04%
Estrogen receptor binding - 0.8816 88.16%
Androgen receptor binding - 0.7740 77.40%
Thyroid receptor binding - 0.8320 83.20%
Glucocorticoid receptor binding - 0.5424 54.24%
Aromatase binding + 0.7488 74.88%
PPAR gamma - 0.8261 82.61%
Honey bee toxicity - 0.9124 91.24%
Biodegradation + 0.6500 65.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.59% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 92.57% 91.49%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.53% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.97% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 88.79% 83.82%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.07% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.04% 97.09%
CHEMBL1871 P10275 Androgen Receptor 84.02% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.47% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.78% 90.00%
CHEMBL2581 P07339 Cathepsin D 81.34% 98.95%

Cross-Links

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PubChem 288227
LOTUS LTS0031707
wikiData Q105219112