1,8-dihydroxy-3a,6-dimethyl-1-propan-2-yl-3,4,8,8a-tetrahydro-2H-azulen-5-one

Details

• Internal ID: 796b9b87-7b1a-4850-9c3b-896d67931c8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1,8-dihydroxy-3a,6-dimethyl-1-propan-2-yl-3,4,8,8a-tetrahydro-2H-azulen-5-one
• SMILES (Canonical): CC1=CC(C2C(CCC2(C(C)C)O)(CC1=O)C)O
• SMILES (Isomeric): CC1=CC(C2C(CCC2(C(C)C)O)(CC1=O)C)O
• InChI: InChI=1S/C15H24O3/c1-9(2)15(18)6-5-14(4)8-12(17)10(3)7-11(16)13(14)15/h7,9,11,13,16,18H,5-6,8H2,1-4H3
• InChI Key: PTOMNEOSKDYSEK-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: 1.70
• 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	+	0.9927	99.27%
Caco-2	+	0.7088	70.88%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5630	56.30%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.9301	93.01%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9074	90.74%
P-glycoprotein inhibitior	-	0.9358	93.58%
P-glycoprotein substrate	-	0.8282	82.82%
CYP3A4 substrate	+	0.5352	53.52%
CYP2C9 substrate	-	0.8153	81.53%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.8486	84.86%
CYP2C9 inhibition	-	0.5873	58.73%
CYP2C19 inhibition	-	0.7493	74.93%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.6358	63.58%
CYP2C8 inhibition	-	0.9779	97.79%
CYP inhibitory promiscuity	-	0.8633	86.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5295	52.95%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.7314	73.14%
Skin irritation	+	0.6068	60.68%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4769	47.69%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6185	61.85%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7247	72.47%
Acute Oral Toxicity (c)	I	0.3990	39.90%
Estrogen receptor binding	-	0.7532	75.32%
Androgen receptor binding	-	0.5970	59.70%
Thyroid receptor binding	-	0.5338	53.38%
Glucocorticoid receptor binding	-	0.8267	82.67%
Aromatase binding	-	0.6379	63.79%
PPAR gamma	-	0.7073	70.73%
Honey bee toxicity	-	0.8970	89.70%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9675	96.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	95.01%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.65%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.79%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.15%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.95%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.59%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.39%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.68%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.31%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.19%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.35%	100.00%

Plants that contains it

• Ferula lancerotensis

Cross-Links

• PubChem: 163041732
• LOTUS: LTS0152342
• wikiData: Q105214796