[(1aS,2aR,3R,5R,5aS,6S,7aR)-3-acetyloxy-5-hydroxy-2a,7a-dimethyl-5-propan-2-yl-2,3,4,5a,6,7-hexahydro-1aH-azuleno[6,7-b]oxiren-6-yl] 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: 50d1e465-e6bf-4ff4-acf5-7f27e7934730
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > M-methoxybenzoic acids and derivatives
• IUPAC Name: [(1aS,2aR,3R,5R,5aS,6S,7aR)-3-acetyloxy-5-hydroxy-2a,7a-dimethyl-5-propan-2-yl-2,3,4,5a,6,7-hexahydro-1aH-azuleno[6,7-b]oxiren-6-yl] 4-hydroxy-3-methoxybenzoate
• InChI: InChI=1S/C25H34O8/c1-13(2)25(29)12-19(31-14(3)26)23(4)11-20-24(5,33-20)10-18(21(23)25)32-22(28)15-7-8-16(27)17(9-15)30-6/h7-9,13,18-21,27,29H,10-12H2,1-6H3/t18-,19+,20-,21+,23-,24+,25+/m0/s1
• InChI Key: QECPVEDYFWYCOV-JAVRITLLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₈
• Molecular Weight: 462.50 g/mol
• Exact Mass: 462.22536804 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9719	97.19%
Caco-2	-	0.6074	60.74%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6022	60.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.8715	87.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6383	63.83%
P-glycoprotein inhibitior	+	0.7050	70.50%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6794	67.94%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8302	83.02%
CYP3A4 inhibition	+	0.5298	52.98%
CYP2C9 inhibition	-	0.7114	71.14%
CYP2C19 inhibition	-	0.7000	70.00%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.6482	64.82%
CYP inhibitory promiscuity	-	0.9582	95.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6057	60.57%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8906	89.06%
Skin irritation	-	0.7061	70.61%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4093	40.93%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8252	82.52%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5467	54.67%
Acute Oral Toxicity (c)	II	0.3535	35.35%
Estrogen receptor binding	+	0.8202	82.02%
Androgen receptor binding	+	0.6530	65.30%
Thyroid receptor binding	+	0.6262	62.62%
Glucocorticoid receptor binding	+	0.8220	82.20%
Aromatase binding	+	0.7667	76.67%
PPAR gamma	+	0.6459	64.59%
Honey bee toxicity	-	0.8342	83.42%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6915	69.15%
Fish aquatic toxicity	+	0.9883	98.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	93.44%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	91.27%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.98%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.18%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.80%	98.75%
CHEMBL2581	P07339	Cathepsin D	88.20%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.97%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.18%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.61%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.04%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.36%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.54%	92.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.49%	97.21%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.09%	93.99%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.83%	94.97%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.37%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.27%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.18%	100.00%
CHEMBL3194	P02766	Transthyretin	81.77%	90.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.66%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.38%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.05%	100.00%

Plants that contains it

• Ferula kuhistanica

Cross-Links

• PubChem: 15545785
• LOTUS: LTS0108603
• wikiData: Q105219117