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

Details

• Internal ID: d75ca02b-7ff5-4148-8406-fde50110c6a3
• 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] 3,4-dimethoxybenzoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C=C(CC(C2C1(CCC2(C(C)C)O)C)OC(=O)C3=CC(=C(C=C3)OC)OC)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C=C(CC(C2C1(CCC2(C(C)C)O)C)OC(=O)C3=CC(=C(C=C3)OC)OC)C
• InChI: InChI=1S/C29H40O7/c1-9-19(5)26(30)36-24-15-18(4)14-23(25-28(24,6)12-13-29(25,32)17(2)3)35-27(31)20-10-11-21(33-7)22(16-20)34-8/h9-11,15-17,23-25,32H,12-14H2,1-8H3
• InChI Key: KBNBALYUOZIJJE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₇
• Molecular Weight: 500.60 g/mol
• Exact Mass: 500.27740361 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.26
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	-	0.5973	59.73%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7257	72.57%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.8689	86.89%
OATP1B3 inhibitior	-	0.2749	27.49%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	+	0.9836	98.36%
P-glycoprotein inhibitior	+	0.8996	89.96%
P-glycoprotein substrate	+	0.6603	66.03%
CYP3A4 substrate	+	0.6925	69.25%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.8152	81.52%
CYP2C9 inhibition	+	0.7559	75.59%
CYP2C19 inhibition	+	0.7948	79.48%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	+	0.8261	82.61%
CYP2C8 inhibition	+	0.6379	63.79%
CYP inhibitory promiscuity	-	0.9271	92.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6014	60.14%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8956	89.56%
Skin irritation	-	0.5863	58.63%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8061	80.61%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5115	51.15%
skin sensitisation	-	0.7781	77.81%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4889	48.89%
Acute Oral Toxicity (c)	II	0.3441	34.41%
Estrogen receptor binding	+	0.7109	71.09%
Androgen receptor binding	+	0.6007	60.07%
Thyroid receptor binding	+	0.6131	61.31%
Glucocorticoid receptor binding	+	0.8095	80.95%
Aromatase binding	+	0.6536	65.36%
PPAR gamma	+	0.6466	64.66%
Honey bee toxicity	-	0.7981	79.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6466	64.66%
Fish aquatic toxicity	+	0.9938	99.38%

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	96.83%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.94%	97.21%
CHEMBL2535	P11166	Glucose transporter	93.78%	98.75%
CHEMBL4302	P08183	P-glycoprotein 1	92.81%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.59%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.25%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.13%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.98%	93.99%
CHEMBL2581	P07339	Cathepsin D	89.89%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.62%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.48%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	88.42%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	87.61%	91.19%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.86%	95.69%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.75%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.74%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.45%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.64%	89.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.98%	90.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.94%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.93%	89.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.52%	94.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.22%	96.95%
CHEMBL1255126	O15151	Protein Mdm4	81.67%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.20%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.47%	100.00%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 162877048
• LOTUS: LTS0112775
• wikiData: Q105138377