[3-Hydroxy-6,8a-dimethyl-8-(2-methylbut-2-enoyloxy)-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] benzoate

Details

• Internal ID: e830523c-db5a-47f7-a0b3-dc94c005dedc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [3-hydroxy-6,8a-dimethyl-8-(2-methylbut-2-enoyloxy)-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] benzoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C=C(CC(C2C1(CCC2(C(C)C)O)C)OC(=O)C3=CC=CC=C3)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C=C(CC(C2C1(CCC2(C(C)C)O)C)OC(=O)C3=CC=CC=C3)C
• InChI: InChI=1S/C27H36O5/c1-7-19(5)24(28)32-22-16-18(4)15-21(31-25(29)20-11-9-8-10-12-20)23-26(22,6)13-14-27(23,30)17(2)3/h7-12,16-17,21-23,30H,13-15H2,1-6H3
• InChI Key: IOZNPOAQGRGQHI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₅
• Molecular Weight: 440.60 g/mol
• Exact Mass: 440.25627424 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.24
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.5620	56.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7741	77.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	-	0.3002	30.02%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	+	0.9516	95.16%
P-glycoprotein inhibitior	+	0.8472	84.72%
P-glycoprotein substrate	-	0.5268	52.68%
CYP3A4 substrate	+	0.6617	66.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.8181	81.81%
CYP2C9 inhibition	+	0.5541	55.41%
CYP2C19 inhibition	-	0.5577	55.77%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	+	0.5072	50.72%
CYP2C8 inhibition	+	0.4573	45.73%
CYP inhibitory promiscuity	-	0.9204	92.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5951	59.51%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9394	93.94%
Skin irritation	+	0.5672	56.72%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8041	80.41%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5238	52.38%
skin sensitisation	-	0.6864	68.64%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6105	61.05%
Acute Oral Toxicity (c)	II	0.3667	36.67%
Estrogen receptor binding	+	0.7241	72.41%
Androgen receptor binding	+	0.5711	57.11%
Thyroid receptor binding	+	0.5631	56.31%
Glucocorticoid receptor binding	+	0.7239	72.39%
Aromatase binding	+	0.5864	58.64%
PPAR gamma	+	0.5835	58.35%
Honey bee toxicity	-	0.8277	82.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.86%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.54%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.48%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.75%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.15%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.61%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.05%	96.47%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.82%	94.23%
CHEMBL4302	P08183	P-glycoprotein 1	87.46%	92.98%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.98%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.24%	97.21%
CHEMBL2535	P11166	Glucose transporter	84.98%	98.75%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.98%	83.00%
CHEMBL5028	O14672	ADAM10	84.91%	97.50%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	84.88%	97.53%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.63%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.68%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.74%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.72%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.60%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.28%	93.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.23%	94.97%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.05%	92.67%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 163085720
• LOTUS: LTS0002202
• wikiData: Q105117002