[(1S,3S,3aR,4R,5R,6R,7aS)-6-[(5R,5aR,9aS)-5,9a-dimethyl-2,7-dioxo-6,9-dihydro-5aH-pyrano[3,4-b]oxepin-5-yl]-1-acetyloxy-5-formyloxy-3-(furan-3-yl)-7a-hydroxy-3a-methyl-7-methylidene-1,2,3,4,5,6-hexahydroinden-4-yl] 2-hydroxy-3-methylpentanoate

Details

• Internal ID: 30688844-ab9c-4cf0-8886-35b1c0eb64c3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,3S,3aR,4R,5R,6R,7aS)-6-[(5R,5aR,9aS)-5,9a-dimethyl-2,7-dioxo-6,9-dihydro-5aH-pyrano[3,4-b]oxepin-5-yl]-1-acetyloxy-5-formyloxy-3-(furan-3-yl)-7a-hydroxy-3a-methyl-7-methylidene-1,2,3,4,5,6-hexahydroinden-4-yl] 2-hydroxy-3-methylpentanoate
• SMILES (Canonical): CCC(C)C(C(=O)OC1C(C(C(=C)C2(C1(C(CC2OC(=O)C)C3=COC=C3)C)O)C4(C=CC(=O)OC5(C4CC(=O)OC5)C)C)OC=O)O
• SMILES (Isomeric): CCC(C)C(C(=O)O[C@H]1[C@@H]([C@@H](C(=C)[C@@]2([C@@]1([C@@H](C[C@@H]2OC(=O)C)C3=COC=C3)C)O)[C@]4(C=CC(=O)O[C@]5([C@@H]4CC(=O)OC5)C)C)OC=O)O
• InChI: InChI=1S/C35H44O13/c1-8-18(2)28(40)31(41)47-30-29(45-17-36)27(32(5)11-9-25(38)48-33(6)16-44-26(39)14-23(32)33)19(3)35(42)24(46-20(4)37)13-22(34(30,35)7)21-10-12-43-15-21/h9-12,15,17-18,22-24,27-30,40,42H,3,8,13-14,16H2,1-2,4-7H3/t18?,22-,23+,24-,27+,28?,29+,30-,32-,33+,34+,35+/m0/s1
• InChI Key: ZZPUDABJUQWRTM-KIROYGDFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₁₃
• Molecular Weight: 672.70 g/mol
• Exact Mass: 672.27819145 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 13
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	-	0.8272	82.72%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7296	72.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3304	33.04%
OATP1B3 inhibitior	+	0.8753	87.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9870	98.70%
P-glycoprotein inhibitior	+	0.8130	81.30%
P-glycoprotein substrate	+	0.7527	75.27%
CYP3A4 substrate	+	0.7220	72.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	+	0.5492	54.92%
CYP2C9 inhibition	-	0.6477	64.77%
CYP2C19 inhibition	-	0.7188	71.88%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.8059	80.59%
CYP2C8 inhibition	+	0.7904	79.04%
CYP inhibitory promiscuity	-	0.5096	50.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5567	55.67%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.6185	61.85%
Skin corrosion	-	0.9343	93.43%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3753	37.53%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5548	55.48%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7034	70.34%
Acute Oral Toxicity (c)	III	0.5025	50.25%
Estrogen receptor binding	+	0.7747	77.47%
Androgen receptor binding	+	0.7578	75.78%
Thyroid receptor binding	+	0.5709	57.09%
Glucocorticoid receptor binding	+	0.7864	78.64%
Aromatase binding	+	0.6200	62.00%
PPAR gamma	+	0.7248	72.48%
Honey bee toxicity	-	0.6890	68.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.32%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.60%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.52%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.44%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.65%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.41%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.46%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.09%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	87.50%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.84%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.33%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.42%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.35%	97.28%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.99%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.49%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.94%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.87%	95.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.20%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.17%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.92%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.13%	90.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.46%	80.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.21%	90.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.10%	89.62%

Plants that contains it

• Aphanamixis polystachya

Cross-Links

• PubChem: 102274900
• LOTUS: LTS0044559
• wikiData: Q104397437