8-hydroxy-8a-methyl-3-propan-2-yl-2,3,3a,6,7,8-hexahydro-1H-azulene-5-carboxylic acid

Details

• Internal ID: 41c83e0b-6273-429e-8dd0-4e4d3e6465b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 8-hydroxy-8a-methyl-3-propan-2-yl-2,3,3a,6,7,8-hexahydro-1H-azulene-5-carboxylic acid
• SMILES (Canonical): CC(C)C1CCC2(C1C=C(CCC2O)C(=O)O)C
• SMILES (Isomeric): CC(C)C1CCC2(C1C=C(CCC2O)C(=O)O)C
• InChI: InChI=1S/C15H24O3/c1-9(2)11-6-7-15(3)12(11)8-10(14(17)18)4-5-13(15)16/h8-9,11-13,16H,4-7H2,1-3H3,(H,17,18)
• InChI Key: AFZYVLSAQGQODC-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: 3.10
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.8270	82.70%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7293	72.93%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	+	0.9054	90.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9428	94.28%
P-glycoprotein inhibitior	-	0.9469	94.69%
P-glycoprotein substrate	-	0.9007	90.07%
CYP3A4 substrate	+	0.5631	56.31%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.9050	90.50%
CYP3A4 inhibition	-	0.8773	87.73%
CYP2C9 inhibition	-	0.7632	76.32%
CYP2C19 inhibition	-	0.8502	85.02%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.6963	69.63%
CYP2C8 inhibition	-	0.9506	95.06%
CYP inhibitory promiscuity	-	0.9271	92.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5904	59.04%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.7808	78.08%
Skin irritation	+	0.6702	67.02%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6971	69.71%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6008	60.08%
skin sensitisation	+	0.4940	49.40%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8614	86.14%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8750	87.50%
Acute Oral Toxicity (c)	III	0.4532	45.32%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.4888	48.88%
Thyroid receptor binding	+	0.5474	54.74%
Glucocorticoid receptor binding	+	0.6974	69.74%
Aromatase binding	-	0.6861	68.61%
PPAR gamma	-	0.8164	81.64%
Honey bee toxicity	-	0.9251	92.51%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.16%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.73%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.47%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.48%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.35%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.77%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.59%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.72%	93.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.39%	94.08%
CHEMBL5028	O14672	ADAM10	82.24%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.94%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.88%	91.19%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.66%	94.23%

Plants that contains it

• Dysoxylum densiflorum

Cross-Links

• PubChem: 163057840
• LOTUS: LTS0186366
• wikiData: Q104911664