[(3S,3aR,4S,9aR,9bS)-3,6,9-trimethyl-3-(3-methylbut-2-enoyloxy)-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 3,4-dimethoxybenzoate

Details

• Internal ID: ba19d715-97b3-481e-b598-fa6c5db03cbc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > P-methoxybenzoic acids and derivatives
• IUPAC Name: [(3S,3aR,4S,9aR,9bS)-3,6,9-trimethyl-3-(3-methylbut-2-enoyloxy)-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 3,4-dimethoxybenzoate
• SMILES (Canonical): CC1=C2C(C3C(C(C1)OC(=O)C4=CC(=C(C=C4)OC)OC)C(C(=O)O3)(C)OC(=O)C=C(C)C)C(=CC2=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@H]3[C@@H]([C@H](C1)OC(=O)C4=CC(=C(C=C4)OC)OC)[C@](C(=O)O3)(C)OC(=O)C=C(C)C)C(=CC2=O)C
• InChI: InChI=1S/C29H32O9/c1-14(2)10-22(31)38-29(5)25-21(36-27(32)17-8-9-19(34-6)20(13-17)35-7)12-16(4)23-18(30)11-15(3)24(23)26(25)37-28(29)33/h8-11,13,21,24-26H,12H2,1-7H3/t21-,24+,25+,26-,29-/m0/s1
• InChI Key: REYNGRMDLJMCID-BBFXAVQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₉
• Molecular Weight: 524.60 g/mol
• Exact Mass: 524.20463259 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	-	0.6631	66.31%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6727	67.27%
OATP2B1 inhibitior	-	0.7211	72.11%
OATP1B1 inhibitior	+	0.8734	87.34%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9558	95.58%
P-glycoprotein inhibitior	+	0.9212	92.12%
P-glycoprotein substrate	+	0.6656	66.56%
CYP3A4 substrate	+	0.7031	70.31%
CYP2C9 substrate	-	0.5986	59.86%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	+	0.6293	62.93%
CYP2C9 inhibition	-	0.6340	63.40%
CYP2C19 inhibition	-	0.5132	51.32%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.5224	52.24%
CYP2C8 inhibition	+	0.7641	76.41%
CYP inhibitory promiscuity	-	0.5183	51.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.4120	41.20%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.8745	87.45%
Skin irritation	-	0.7682	76.82%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7951	79.51%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6698	66.98%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5619	56.19%
Acute Oral Toxicity (c)	III	0.4048	40.48%
Estrogen receptor binding	+	0.8357	83.57%
Androgen receptor binding	+	0.6800	68.00%
Thyroid receptor binding	+	0.6470	64.70%
Glucocorticoid receptor binding	+	0.8662	86.62%
Aromatase binding	+	0.5814	58.14%
PPAR gamma	+	0.7607	76.07%
Honey bee toxicity	-	0.7426	74.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5318	53.18%
Fish aquatic toxicity	+	0.9897	98.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL241	Q14432	Phosphodiesterase 3A	97.92%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.07%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.53%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	92.23%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.46%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.38%	91.07%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.25%	96.09%
CHEMBL4208	P20618	Proteasome component C5	89.41%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.70%	89.00%
CHEMBL2535	P11166	Glucose transporter	88.39%	98.75%
CHEMBL2581	P07339	Cathepsin D	88.29%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.71%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.18%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	85.87%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.16%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.64%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.61%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.69%	89.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.94%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.85%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.69%	97.21%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.47%	93.99%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.47%	96.95%
CHEMBL5028	O14672	ADAM10	80.97%	97.50%

Plants that contains it

• Ferula diversivittata
• Ferula malacophylla

Cross-Links

• PubChem: 25149784
• LOTUS: LTS0057783
• wikiData: Q105235188