3,4-dihydroxy-2,5-dimethyl-8-propan-2-yl-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-one

Details

• Internal ID: 787899b5-0dec-422a-947f-6fdb0589c9fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3,4-dihydroxy-2,5-dimethyl-8-propan-2-yl-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-one
• SMILES (Canonical): CC1C(C(C2=C(CCC(C2C1=O)C(C)C)C)O)O
• SMILES (Isomeric): CC1C(C(C2=C(CCC(C2C1=O)C(C)C)C)O)O
• InChI: InChI=1S/C15H24O3/c1-7(2)10-6-5-8(3)11-12(10)13(16)9(4)14(17)15(11)18/h7,9-10,12,14-15,17-18H,5-6H2,1-4H3
• InChI Key: LRYCUZIPBYDMDK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.5344	53.44%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7202	72.02%
OATP2B1 inhibitior	-	0.8500	85.00%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9392	93.92%
P-glycoprotein inhibitior	-	0.8955	89.55%
P-glycoprotein substrate	-	0.8684	86.84%
CYP3A4 substrate	-	0.5301	53.01%
CYP2C9 substrate	-	0.8273	82.73%
CYP2D6 substrate	-	0.7666	76.66%
CYP3A4 inhibition	-	0.9075	90.75%
CYP2C9 inhibition	-	0.5926	59.26%
CYP2C19 inhibition	-	0.7361	73.61%
CYP2D6 inhibition	-	0.8252	82.52%
CYP1A2 inhibition	+	0.5595	55.95%
CYP2C8 inhibition	-	0.9635	96.35%
CYP inhibitory promiscuity	-	0.6583	65.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5344	53.44%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8264	82.64%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9050	90.50%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6465	64.65%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	+	0.4838	48.38%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4867	48.67%
Acute Oral Toxicity (c)	III	0.6440	64.40%
Estrogen receptor binding	-	0.6653	66.53%
Androgen receptor binding	-	0.4931	49.31%
Thyroid receptor binding	+	0.5547	55.47%
Glucocorticoid receptor binding	-	0.6062	60.62%
Aromatase binding	-	0.8952	89.52%
PPAR gamma	-	0.7756	77.56%
Honey bee toxicity	-	0.9366	93.66%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9830	98.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.83%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL1871	P10275	Androgen Receptor	88.80%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.52%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.51%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.03%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.66%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.57%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.96%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.41%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.00%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.32%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.28%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.04%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.26%	96.38%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 162867332
• LOTUS: LTS0095474
• wikiData: Q105156390