Methyl 2-[2-[4,5-diacetyloxy-3-(furan-3-yl)-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-6-yl]-6,6-dimethyl-5-oxocyclohex-3-en-1-yl]acetate

Details

• Internal ID: 3663e6e2-0a50-49de-a534-e7c4ba228c68
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: methyl 2-[2-[4,5-diacetyloxy-3-(furan-3-yl)-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-6-yl]-6,6-dimethyl-5-oxocyclohex-3-en-1-yl]acetate
• SMILES (Canonical): CC(=O)OC1C(C(=C)C23C(O2)CC(C3(C1OC(=O)C)C)C4=COC=C4)C5C=CC(=O)C(C5CC(=O)OC)(C)C
• SMILES (Isomeric): CC(=O)OC1C(C(=C)C23C(O2)CC(C3(C1OC(=O)C)C)C4=COC=C4)C5C=CC(=O)C(C5CC(=O)OC)(C)C
• InChI: InChI=1S/C30H36O9/c1-15-25(19-8-9-22(33)28(4,5)21(19)13-24(34)35-7)26(37-16(2)31)27(38-17(3)32)29(6)20(18-10-11-36-14-18)12-23-30(15,29)39-23/h8-11,14,19-21,23,25-27H,1,12-13H2,2-7H3
• InChI Key: NAEHAMFTAYZGHA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₉
• Molecular Weight: 540.60 g/mol
• Exact Mass: 540.23593272 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.92
• 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	+	0.9871	98.71%
Caco-2	-	0.7266	72.66%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6974	69.74%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	-	0.3852	38.52%
OATP1B3 inhibitior	+	0.8122	81.22%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9764	97.64%
P-glycoprotein inhibitior	+	0.8834	88.34%
P-glycoprotein substrate	+	0.6453	64.53%
CYP3A4 substrate	+	0.7004	70.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8842	88.42%
CYP3A4 inhibition	+	0.9295	92.95%
CYP2C9 inhibition	-	0.7683	76.83%
CYP2C19 inhibition	-	0.5912	59.12%
CYP2D6 inhibition	-	0.9086	90.86%
CYP1A2 inhibition	-	0.8233	82.33%
CYP2C8 inhibition	+	0.6407	64.07%
CYP inhibitory promiscuity	+	0.5778	57.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4711	47.11%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8870	88.70%
Skin irritation	-	0.7274	72.74%
Skin corrosion	-	0.9207	92.07%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6567	65.67%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.6822	68.22%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7931	79.31%
Acute Oral Toxicity (c)	III	0.5527	55.27%
Estrogen receptor binding	+	0.7944	79.44%
Androgen receptor binding	+	0.6998	69.98%
Thyroid receptor binding	+	0.6471	64.71%
Glucocorticoid receptor binding	+	0.8376	83.76%
Aromatase binding	+	0.6021	60.21%
PPAR gamma	+	0.7653	76.53%
Honey bee toxicity	-	0.7301	73.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9869	98.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.16%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.61%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.31%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.04%	94.45%
CHEMBL4208	P20618	Proteasome component C5	90.49%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.61%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.17%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.79%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.32%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.74%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	86.53%	97.79%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.79%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.73%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.33%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.59%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.52%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.30%	94.42%
CHEMBL5028	O14672	ADAM10	81.60%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.67%	89.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.35%	81.11%

Plants that contains it

• Toona ciliata

Cross-Links

• PubChem: 163063123
• LOTUS: LTS0008179
• wikiData: Q104172219