(3-hydroxy-6,8a-dimethyl-8-oxo-3-propan-2-yl-2,3a,4,5-tetrahydro-1H-azulen-4-yl) 3-methylbutanoate

Details

• Internal ID: 2f25d87c-8276-421b-92ee-b26abe83ab8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3-hydroxy-6,8a-dimethyl-8-oxo-3-propan-2-yl-2,3a,4,5-tetrahydro-1H-azulen-4-yl) 3-methylbutanoate
• SMILES (Canonical): CC1=CC(=O)C2(CCC(C2C(C1)OC(=O)CC(C)C)(C(C)C)O)C
• SMILES (Isomeric): CC1=CC(=O)C2(CCC(C2C(C1)OC(=O)CC(C)C)(C(C)C)O)C
• InChI: InChI=1S/C20H32O4/c1-12(2)9-17(22)24-15-10-14(5)11-16(21)19(6)7-8-20(23,13(3)4)18(15)19/h11-13,15,18,23H,7-10H2,1-6H3
• InChI Key: GAXAXYHMNNUEMY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.7794	77.94%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7076	70.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.7899	78.99%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7943	79.43%
P-glycoprotein inhibitior	-	0.6136	61.36%
P-glycoprotein substrate	-	0.6318	63.18%
CYP3A4 substrate	+	0.6204	62.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9177	91.77%
CYP3A4 inhibition	-	0.8452	84.52%
CYP2C9 inhibition	-	0.5912	59.12%
CYP2C19 inhibition	-	0.7546	75.46%
CYP2D6 inhibition	-	0.9524	95.24%
CYP1A2 inhibition	-	0.6822	68.22%
CYP2C8 inhibition	-	0.8393	83.93%
CYP inhibitory promiscuity	-	0.9339	93.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6360	63.60%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8814	88.14%
Skin irritation	+	0.5934	59.34%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5456	54.56%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5536	55.36%
skin sensitisation	-	0.7031	70.31%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6361	63.61%
Acute Oral Toxicity (c)	II	0.3886	38.86%
Estrogen receptor binding	+	0.6455	64.55%
Androgen receptor binding	+	0.6246	62.46%
Thyroid receptor binding	+	0.6325	63.25%
Glucocorticoid receptor binding	+	0.7503	75.03%
Aromatase binding	-	0.7353	73.53%
PPAR gamma	-	0.5325	53.25%
Honey bee toxicity	-	0.8747	87.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9821	98.21%

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	96.95%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.94%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.76%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.71%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.29%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.40%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.51%	96.47%
CHEMBL1937	Q92769	Histone deacetylase 2	80.19%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.11%	86.33%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 14527072
• LOTUS: LTS0236965
• wikiData: Q105005691