3,7-dihydroxy-6,8a-dimethyl-3-propan-2-yl-2,3a,7,8-tetrahydro-1H-azulen-4-one

Details

• Internal ID: 883b8185-7c5c-45a0-960e-46566712673f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3,7-dihydroxy-6,8a-dimethyl-3-propan-2-yl-2,3a,7,8-tetrahydro-1H-azulen-4-one
• SMILES (Canonical): CC1=CC(=O)C2C(CCC2(C(C)C)O)(CC1O)C
• SMILES (Isomeric): CC1=CC(=O)C2C(CCC2(C(C)C)O)(CC1O)C
• InChI: InChI=1S/C15H24O3/c1-9(2)15(18)6-5-14(4)8-12(17)10(3)7-11(16)13(14)15/h7,9,12-13,17-18H,5-6,8H2,1-4H3
• InChI Key: QXALHQDNRDAUKM-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: 1.40
• Atomic LogP (AlogP): 2.07
• 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	+	0.9961	99.61%
Caco-2	+	0.7430	74.30%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6452	64.52%
OATP2B1 inhibitior	-	0.8482	84.82%
OATP1B1 inhibitior	+	0.9060	90.60%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9242	92.42%
P-glycoprotein inhibitior	-	0.9348	93.48%
P-glycoprotein substrate	-	0.7797	77.97%
CYP3A4 substrate	+	0.5256	52.56%
CYP2C9 substrate	-	0.8153	81.53%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.8519	85.19%
CYP2C9 inhibition	-	0.6487	64.87%
CYP2C19 inhibition	-	0.7565	75.65%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.6231	62.31%
CYP2C8 inhibition	-	0.9636	96.36%
CYP inhibitory promiscuity	-	0.9008	90.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4926	49.26%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9183	91.83%
Skin irritation	+	0.6379	63.79%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6116	61.16%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	-	0.5805	58.05%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5733	57.33%
Acute Oral Toxicity (c)	I	0.3915	39.15%
Estrogen receptor binding	-	0.6099	60.99%
Androgen receptor binding	-	0.6349	63.49%
Thyroid receptor binding	+	0.5862	58.62%
Glucocorticoid receptor binding	-	0.6400	64.00%
Aromatase binding	-	0.7714	77.14%
PPAR gamma	-	0.6255	62.55%
Honey bee toxicity	-	0.9181	91.81%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9737	97.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.37%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.13%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.34%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.16%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.88%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.37%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	85.57%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.27%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.88%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.77%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.31%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.06%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.46%	94.78%

Plants that contains it

• Ferula jaeschkeana

Cross-Links

• PubChem: 13875693
• LOTUS: LTS0112722
• wikiData: Q105229490