[(3S,3aR,4R,5R,6R,7aS)-6-[(2R,3R,4S)-4-acetyloxy-6-hydroxy-2-(2-methoxy-2-oxoethyl)-1,3-dimethyl-7,9-dioxabicyclo[4.2.1]nonan-3-yl]-5-formyloxy-3-(furan-3-yl)-7a-hydroxy-3a-methyl-7-methylidene-1-oxo-3,4,5,6-tetrahydro-2H-inden-4-yl] 2-hydroxy-3-methylpentanoate

Details

• Internal ID: 811b09a1-056a-4b52-a0c9-4f877f11fe16
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(3S,3aR,4R,5R,6R,7aS)-6-[(2R,3R,4S)-4-acetyloxy-6-hydroxy-2-(2-methoxy-2-oxoethyl)-1,3-dimethyl-7,9-dioxabicyclo[4.2.1]nonan-3-yl]-5-formyloxy-3-(furan-3-yl)-7a-hydroxy-3a-methyl-7-methylidene-1-oxo-3,4,5,6-tetrahydro-2H-inden-4-yl] 2-hydroxy-3-methylpentanoate
• SMILES (Canonical): CCC(C)C(C(=O)OC1C(C(C(=C)C2(C1(C(CC2=O)C3=COC=C3)C)O)C4(C(CC5(OCC(C4CC(=O)OC)(O5)C)O)OC(=O)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](CC2=O)C3=COC=C3)C)O)[C@]4([C@H](CC5(OCC([C@@H]4CC(=O)OC)(O5)C)O)OC(=O)C)C)OC=O)O
• InChI: InChI=1S/C36H48O15/c1-9-18(2)28(41)31(42)50-30-29(47-17-37)27(19(3)36(44)24(39)12-22(34(30,36)7)21-10-11-46-15-21)33(6)23(13-26(40)45-8)32(5)16-48-35(43,51-32)14-25(33)49-20(4)38/h10-11,15,17-18,22-23,25,27-30,41,43-44H,3,9,12-14,16H2,1-2,4-8H3/t18?,22-,23-,25-,27+,28?,29+,30-,32?,33+,34+,35?,36+/m0/s1
• InChI Key: RUXXAXGHFLRXRB-WXZUWGPOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₁₅
• Molecular Weight: 720.80 g/mol
• Exact Mass: 720.29932082 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 15
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	-	0.8381	83.81%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.4383	43.83%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9364	93.64%
BSEP inhibitior	+	0.9642	96.42%
P-glycoprotein inhibitior	+	0.7971	79.71%
P-glycoprotein substrate	+	0.7417	74.17%
CYP3A4 substrate	+	0.7212	72.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8371	83.71%
CYP3A4 inhibition	+	0.7103	71.03%
CYP2C9 inhibition	-	0.6923	69.23%
CYP2C19 inhibition	-	0.7712	77.12%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.7669	76.69%
CYP2C8 inhibition	+	0.7998	79.98%
CYP inhibitory promiscuity	-	0.7686	76.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5344	53.44%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.6774	67.74%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3668	36.68%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8473	84.73%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4908	49.08%
Acute Oral Toxicity (c)	III	0.3455	34.55%
Estrogen receptor binding	+	0.7577	75.77%
Androgen receptor binding	+	0.7568	75.68%
Thyroid receptor binding	+	0.5890	58.90%
Glucocorticoid receptor binding	+	0.7990	79.90%
Aromatase binding	+	0.6458	64.58%
PPAR gamma	+	0.7617	76.17%
Honey bee toxicity	-	0.6716	67.16%
Biodegradation	-	0.8250	82.50%
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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.00%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.19%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.94%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.93%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.73%	86.33%
CHEMBL3524	P56524	Histone deacetylase 4	92.40%	92.97%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.80%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.39%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.54%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.35%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.27%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.10%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.46%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.40%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.67%	90.17%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.38%	80.00%
CHEMBL3401	O75469	Pregnane X receptor	84.14%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.92%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.59%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	83.32%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.50%	93.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.66%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.81%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.47%	96.90%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.44%	95.71%

Plants that contains it

• Trichilia emetica
• Trichilia rubra
• Turraea obtusifolia

Cross-Links

• PubChem: 101936971
• LOTUS: LTS0021995
• wikiData: Q104403030