Aristelegone A

Details

• Internal ID: db06c60d-7067-4319-8199-6f6d7588db56
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (4R)-6-hydroxy-4,7-dimethyl-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): CC1CCC(=O)C2=C1C=C(C(=C2)C)O
• SMILES (Isomeric): C[C@@H]1CCC(=O)C2=C1C=C(C(=C2)C)O
• InChI: InChI=1S/C12H14O2/c1-7-3-4-11(13)10-5-8(2)12(14)6-9(7)10/h5-7,14H,3-4H2,1-2H3/t7-/m1/s1
• InChI Key: BYOIVWRPJQKGMQ-SSDOTTSWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.24 g/mol
• Exact Mass: 190.099379685 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 477199-82-9
• (4R)-3,4-Dihydro-6-hydroxy-4,7-dimethyl-1(2H)-naphthalenone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9114	91.14%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7720	77.20%
OATP2B1 inhibitior	-	0.8489	84.89%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9792	97.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9394	93.94%
P-glycoprotein inhibitior	-	0.9788	97.88%
P-glycoprotein substrate	-	0.9099	90.99%
CYP3A4 substrate	-	0.5087	50.87%
CYP2C9 substrate	-	0.7597	75.97%
CYP2D6 substrate	-	0.7848	78.48%
CYP3A4 inhibition	-	0.8217	82.17%
CYP2C9 inhibition	-	0.8013	80.13%
CYP2C19 inhibition	-	0.7460	74.60%
CYP2D6 inhibition	-	0.8797	87.97%
CYP1A2 inhibition	+	0.9835	98.35%
CYP2C8 inhibition	-	0.8747	87.47%
CYP inhibitory promiscuity	-	0.8471	84.71%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8122	81.22%
Carcinogenicity (trinary)	Non-required	0.5434	54.34%
Eye corrosion	-	0.9241	92.41%
Eye irritation	+	0.7828	78.28%
Skin irritation	+	0.6477	64.77%
Skin corrosion	-	0.7718	77.18%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7583	75.83%
Micronuclear	-	0.8682	86.82%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	+	0.7420	74.20%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7636	76.36%
Acute Oral Toxicity (c)	III	0.8490	84.90%
Estrogen receptor binding	-	0.8974	89.74%
Androgen receptor binding	-	0.8043	80.43%
Thyroid receptor binding	-	0.5982	59.82%
Glucocorticoid receptor binding	-	0.7235	72.35%
Aromatase binding	-	0.8382	83.82%
PPAR gamma	-	0.7565	75.65%
Honey bee toxicity	-	0.9701	97.01%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9524	95.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.75%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.51%	93.40%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.94%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.30%	85.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.55%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.14%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	86.09%	91.49%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.32%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.92%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.74%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.10%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.23%	99.15%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.10%	93.04%

Plants that contains it

• Aristolochia constricta

Cross-Links

• PubChem: 5325816
• LOTUS: LTS0255050
• wikiData: Q104401472