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

Details

• Internal ID: 6ec86ca2-26e0-41bd-a074-9ee95739a5bc
• 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-acetyloxy-3,6,9-trimethyl-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 3,4-dimethoxybenzoate
• InChI: InChI=1S/C26H28O9/c1-12-9-16(28)20-13(2)10-19(33-24(29)15-7-8-17(31-5)18(11-15)32-6)22-23(21(12)20)34-25(30)26(22,4)35-14(3)27/h7-9,11,19,21-23H,10H2,1-6H3/t19-,21+,22+,23-,26-/m0/s1
• InChI Key: UAEWOIGDYDJTTM-JOLDKRDUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₉
• Molecular Weight: 484.50 g/mol
• Exact Mass: 484.17333247 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	-	0.5705	57.05%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6260	62.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8823	88.23%
P-glycoprotein inhibitior	+	0.9065	90.65%
P-glycoprotein substrate	+	0.5758	57.58%
CYP3A4 substrate	+	0.6867	68.67%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	+	0.5299	52.99%
CYP2C9 inhibition	-	0.7906	79.06%
CYP2C19 inhibition	-	0.6816	68.16%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.5629	56.29%
CYP2C8 inhibition	+	0.7370	73.70%
CYP inhibitory promiscuity	-	0.5631	56.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4048	40.48%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.8875	88.75%
Skin irritation	-	0.7489	74.89%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7646	76.46%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7056	70.56%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6900	69.00%
Acute Oral Toxicity (c)	III	0.3401	34.01%
Estrogen receptor binding	+	0.8203	82.03%
Androgen receptor binding	+	0.6606	66.06%
Thyroid receptor binding	+	0.6105	61.05%
Glucocorticoid receptor binding	+	0.8478	84.78%
Aromatase binding	+	0.5987	59.87%
PPAR gamma	+	0.7204	72.04%
Honey bee toxicity	-	0.7872	78.72%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5418	54.18%
Fish aquatic toxicity	+	0.9854	98.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.78%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	97.32%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.62%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.13%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL4208	P20618	Proteasome component C5	89.83%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.60%	90.17%
CHEMBL2535	P11166	Glucose transporter	89.29%	98.75%
CHEMBL2581	P07339	Cathepsin D	88.41%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.83%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.70%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	86.09%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.79%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.08%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.99%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.40%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.10%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.43%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.08%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.68%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.33%	97.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.98%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.84%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.28%	93.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.09%	96.95%

Plants that contains it

• Ferula diversivittata

Cross-Links

• PubChem: 25149678
• LOTUS: LTS0260061
• wikiData: Q105268696