Aristolone

Details

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Internal ID 47fa551c-b3eb-4ae9-8785-1e0aa4b8f8a8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aristolane sesquiterpenoids
IUPAC Name (1aR,7R,7aR,7bS)-1,1,7,7a-tetramethyl-1a,4,5,6,7,7b-hexahydrocyclopropa[a]naphthalen-2-one
SMILES (Canonical) CC1CCCC2=CC(=O)C3C(C12C)C3(C)C
SMILES (Isomeric) C[C@@H]1CCCC2=CC(=O)[C@@H]3[C@H]([C@@]12C)C3(C)C
InChI InChI=1S/C15H22O/c1-9-6-5-7-10-8-11(16)12-13(14(12,2)3)15(9,10)4/h8-9,12-13H,5-7H2,1-4H3/t9-,12-,13+,15+/m1/s1
InChI Key UGVIZCBJCSXBCJ-JWFUOXDNSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C15H22O
Molecular Weight 218.33 g/mol
Exact Mass 218.167065321 g/mol
Topological Polar Surface Area (TPSA) 17.10 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.59
H-Bond Acceptor 1
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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25274-27-5
Aristofone
6831-17-0
Aristol-9-en-8-one
(1aR,7R,7aR,7bS)-1,1,7,7a-tetramethyl-1a,4,5,6,7,7b-hexahydrocyclopropa[a]naphthalen-2-one
(?)-Aristolone
CHEMBL512374
HY-N1464A
DTXSID10987838
MFCD22479204
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Aristolone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.8942 89.42%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.8143 81.43%
Subcellular localzation Mitochondria 0.4659 46.59%
OATP2B1 inhibitior - 0.8516 85.16%
OATP1B1 inhibitior + 0.8725 87.25%
OATP1B3 inhibitior + 0.9571 95.71%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.9380 93.80%
P-glycoprotein inhibitior - 0.8913 89.13%
P-glycoprotein substrate - 0.8945 89.45%
CYP3A4 substrate + 0.5442 54.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8716 87.16%
CYP3A4 inhibition - 0.9379 93.79%
CYP2C9 inhibition - 0.7081 70.81%
CYP2C19 inhibition - 0.5577 55.77%
CYP2D6 inhibition - 0.9134 91.34%
CYP1A2 inhibition - 0.6552 65.52%
CYP2C8 inhibition - 0.9065 90.65%
CYP inhibitory promiscuity - 0.6623 66.23%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5012 50.12%
Eye corrosion - 0.9830 98.30%
Eye irritation - 0.8517 85.17%
Skin irritation + 0.5705 57.05%
Skin corrosion - 0.9551 95.51%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4582 45.82%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.7586 75.86%
skin sensitisation + 0.7579 75.79%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.5962 59.62%
Acute Oral Toxicity (c) III 0.7376 73.76%
Estrogen receptor binding - 0.5601 56.01%
Androgen receptor binding + 0.6018 60.18%
Thyroid receptor binding - 0.7057 70.57%
Glucocorticoid receptor binding - 0.5821 58.21%
Aromatase binding - 0.6088 60.88%
PPAR gamma - 0.7693 76.93%
Honey bee toxicity - 0.8849 88.49%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9913 99.13%

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 92.56% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.53% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.97% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.79% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.70% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.44% 97.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.38% 94.78%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.31% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.22% 99.23%

Cross-Links

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PubChem 165536
NPASS NPC285371
LOTUS LTS0230263
wikiData Q82976182