1H-Cyclopropa(a)naphthalene, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl-, (1aR-(1aalpha,7alpha,7aalpha,7balpha))-

Details

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Internal ID 532be308-0e7f-483c-adb1-3de3c887ae1a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aristolane sesquiterpenoids
IUPAC Name (1aR,7R,7aR,7bS)-1,1,7,7a-tetramethyl-2,3,5,6,7,7b-hexahydro-1aH-cyclopropa[a]naphthalene
SMILES (Canonical) CC1CCC=C2C1(C3C(C3(C)C)CC2)C
SMILES (Isomeric) C[C@@H]1CCC=C2[C@]1([C@H]3[C@H](C3(C)C)CC2)C
InChI InChI=1S/C15H24/c1-10-6-5-7-11-8-9-12-13(14(12,2)3)15(10,11)4/h7,10,12-13H,5-6,8-9H2,1-4H3/t10-,12-,13+,15+/m1/s1
InChI Key MBIPADCEHSKJDQ-PBOSXPJTSA-N
Popularity 59 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 4.70
Atomic LogP (AlogP) 4.42
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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MBIPADCEHSKJDQ-PBOSXPJTSA-N
1H-Cyclopropa(a)naphthalene, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl-, (1aR-(1aalpha,7alpha,7aalpha,7balpha))-
1H-Cyclopropa[a]naphthalene, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl-, (1aR,7R,7aR,7bS)-()-
(1aR,7R,7aR,7bS)-1,1,7,7a-tetramethyl-2,3,5,6,7,7b-hexahydro-1aH-cyclopropa[a]naphthalene
1H-Cyclopropa[a]naphthalene, 1a,2,3,5,6,7a,7b-octahydro-1,1,7,7a-tetramethyl-, 1aR-1a.alpha.,7.alpha.,7a.alpha.,7b.beta.

2D Structure

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2D Structure of 1H-Cyclopropa(a)naphthalene, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl-, (1aR-(1aalpha,7alpha,7aalpha,7balpha))-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 + 0.8713 87.13%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability + 0.7143 71.43%
Subcellular localzation Lysosomes 0.6549 65.49%
OATP2B1 inhibitior - 0.8493 84.93%
OATP1B1 inhibitior + 0.9308 93.08%
OATP1B3 inhibitior + 0.9051 90.51%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.9207 92.07%
P-glycoprotein inhibitior - 0.8865 88.65%
P-glycoprotein substrate - 0.8702 87.02%
CYP3A4 substrate - 0.5238 52.38%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.7441 74.41%
CYP3A4 inhibition - 0.8955 89.55%
CYP2C9 inhibition - 0.6840 68.40%
CYP2C19 inhibition - 0.5846 58.46%
CYP2D6 inhibition - 0.9232 92.32%
CYP1A2 inhibition - 0.7515 75.15%
CYP2C8 inhibition - 0.6662 66.62%
CYP inhibitory promiscuity - 0.5245 52.45%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7800 78.00%
Carcinogenicity (trinary) Non-required 0.5141 51.41%
Eye corrosion - 0.9695 96.95%
Eye irritation - 0.7308 73.08%
Skin irritation - 0.6219 62.19%
Skin corrosion - 0.9530 95.30%
Ames mutagenesis - 0.7254 72.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4181 41.81%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.5051 50.51%
skin sensitisation + 0.7393 73.93%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7210 72.10%
Acute Oral Toxicity (c) III 0.7417 74.17%
Estrogen receptor binding - 0.8131 81.31%
Androgen receptor binding - 0.4946 49.46%
Thyroid receptor binding - 0.7537 75.37%
Glucocorticoid receptor binding - 0.7539 75.39%
Aromatase binding - 0.6202 62.02%
PPAR gamma - 0.7383 73.83%
Honey bee toxicity - 0.8659 86.59%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.7600 76.00%
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
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.10% 93.40%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.04% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.66% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.95% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.93% 97.25%
CHEMBL4072 P07858 Cathepsin B 87.26% 93.67%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.25% 92.94%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.22% 93.99%
CHEMBL221 P23219 Cyclooxygenase-1 84.67% 90.17%
CHEMBL1871 P10275 Androgen Receptor 84.09% 96.43%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.58% 91.11%

Cross-Links

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PubChem 15560278
NPASS NPC107473
LOTUS LTS0234436
wikiData Q104253324