methyl 2-[(1R,2S)-2-[(1S,5R,6R,7R,7aS)-6,7-diacetyloxy-1-(2-hydroxy-5-oxo-2H-furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate

Details

• Internal ID: 47729fe8-10eb-40a6-8971-81e857256ff7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: methyl 2-[(1R,2S)-2-[(1S,5R,6R,7R,7aS)-6,7-diacetyloxy-1-(2-hydroxy-5-oxo-2H-furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate
• SMILES (Canonical): CC(=O)OC1C(C(=C)C2=CCC(C2(C1OC(=O)C)C)C3=CC(=O)OC3O)C4(C=CC(=O)C(C4CC(=O)OC)(C)C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H](C(=C)C2=CC[C@@H]([C@@]2([C@H]1OC(=O)C)C)C3=CC(=O)OC3O)[C@]4(C=CC(=O)C([C@@H]4CC(=O)OC)(C)C)C
• InChI: InChI=1S/C31H38O10/c1-15-19-9-10-20(18-13-24(36)41-28(18)37)31(19,7)27(40-17(3)33)26(39-16(2)32)25(15)30(6)12-11-22(34)29(4,5)21(30)14-23(35)38-8/h9,11-13,20-21,25-28,37H,1,10,14H2,2-8H3/t20-,21+,25-,26-,27+,28?,30+,31-/m1/s1
• InChI Key: PJXBBLCORXKMKT-XLHVDJBMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₁₀
• Molecular Weight: 570.60 g/mol
• Exact Mass: 570.24649740 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	-	0.7753	77.53%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7226	72.26%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.7256	72.56%
OATP1B3 inhibitior	-	0.4040	40.40%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9769	97.69%
P-glycoprotein inhibitior	+	0.8556	85.56%
P-glycoprotein substrate	+	0.6608	66.08%
CYP3A4 substrate	+	0.7054	70.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	+	0.6216	62.16%
CYP2C9 inhibition	-	0.7200	72.00%
CYP2C19 inhibition	-	0.7630	76.30%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	-	0.8148	81.48%
CYP2C8 inhibition	+	0.5854	58.54%
CYP inhibitory promiscuity	-	0.5942	59.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4267	42.67%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.8947	89.47%
Skin irritation	-	0.6255	62.55%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5537	55.37%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7533	75.33%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7087	70.87%
Acute Oral Toxicity (c)	III	0.5215	52.15%
Estrogen receptor binding	+	0.7521	75.21%
Androgen receptor binding	+	0.7118	71.18%
Thyroid receptor binding	+	0.6463	64.63%
Glucocorticoid receptor binding	+	0.8236	82.36%
Aromatase binding	+	0.6470	64.70%
PPAR gamma	+	0.7772	77.72%
Honey bee toxicity	-	0.7309	73.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9828	98.28%

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	98.33%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.13%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.90%	94.80%
CHEMBL2581	P07339	Cathepsin D	91.82%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.32%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.11%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.81%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.72%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.98%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.18%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.27%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	83.27%	97.79%
CHEMBL4208	P20618	Proteasome component C5	82.95%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.22%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.10%	91.07%
CHEMBL5028	O14672	ADAM10	80.97%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.90%	92.62%

Plants that contains it

• Turraea floribunda

Cross-Links

• PubChem: 163194496
• LOTUS: LTS0075467
• wikiData: Q105210199