[(3aR,4S,9S,9aS,9bR)-9-formyl-6-methyl-3-methylidene-2,7-dioxo-4,5,8,9,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(4-hydroxyphenyl)acetate

Details

• Internal ID: 7a35b49c-8b2f-445e-a0ce-b7e78cd5129c
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: [(3aR,4S,9S,9aS,9bR)-9-formyl-6-methyl-3-methylidene-2,7-dioxo-4,5,8,9,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(4-hydroxyphenyl)acetate
• InChI: InChI=1S/C23H22O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,10,14,17,20-22,25H,2,7-9H2,1H3/t14-,17+,20-,21+,22+/m1/s1
• InChI Key: VJUBMORWJMSGDS-QSNUMARGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₇
• Molecular Weight: 410.40 g/mol
• Exact Mass: 410.13655304 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 7
• 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	+	0.9925	99.25%
Caco-2	-	0.7248	72.48%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5812	58.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8118	81.18%
OATP1B3 inhibitior	+	0.8773	87.73%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5136	51.36%
P-glycoprotein inhibitior	+	0.6150	61.50%
P-glycoprotein substrate	-	0.5941	59.41%
CYP3A4 substrate	+	0.6541	65.41%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.5335	53.35%
CYP2C9 inhibition	-	0.6651	66.51%
CYP2C19 inhibition	-	0.6043	60.43%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5876	58.76%
CYP inhibitory promiscuity	-	0.6287	62.87%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.4715	47.15%
Eye corrosion	-	0.9666	96.66%
Eye irritation	-	0.8303	83.03%
Skin irritation	-	0.6694	66.94%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5435	54.35%
Micronuclear	+	0.5459	54.59%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.6249	62.49%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5794	57.94%
Acute Oral Toxicity (c)	III	0.3875	38.75%
Estrogen receptor binding	+	0.7975	79.75%
Androgen receptor binding	+	0.6610	66.10%
Thyroid receptor binding	-	0.5161	51.61%
Glucocorticoid receptor binding	+	0.7571	75.71%
Aromatase binding	-	0.5451	54.51%
PPAR gamma	+	0.7091	70.91%
Honey bee toxicity	-	0.7693	76.93%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.59%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.79%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.58%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.50%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.56%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.82%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.69%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	87.34%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.62%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.48%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.39%	97.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.14%	96.37%

Plants that contains it

• Cichorium intybus

Cross-Links

• PubChem: 162872116
• LOTUS: LTS0113421
• wikiData: Q105287513