[(1S,2S,4S,7R,9R,11S,13R,14S,15R,16S,17R)-15-acetyloxy-4,14-dihydroxy-2,14,17-trimethyl-3-oxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-oxatetracyclo[7.7.1.02,7.013,17]heptadecan-16-yl] 1,3-benzodioxole-5-carboxylate

Details

• Internal ID: 4d9f3ca9-3f38-48f1-9ca6-643db834969e
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,2S,4S,7R,9R,11S,13R,14S,15R,16S,17R)-15-acetyloxy-4,14-dihydroxy-2,14,17-trimethyl-3-oxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-oxatetracyclo[7.7.1.02,7.013,17]heptadecan-16-yl] 1,3-benzodioxole-5-carboxylate
• SMILES (Canonical): CC(=O)OC1C(C2C3(C(CCC(C3=O)O)CC4C2(C(C1(C)O)CC(O4)OC5C(C(C(C(O5)CO)O)O)O)C)C)OC(=O)C6=CC7=C(C=C6)OCO7
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]([C@@H]2[C@@]3([C@H](CC[C@@H](C3=O)O)C[C@@H]4[C@]2([C@H]([C@]1(C)O)C[C@@H](O4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)OC(=O)C6=CC7=C(C=C6)OCO7
• InChI: InChI=1S/C35H46O16/c1-14(37)47-30-27(51-31(43)15-5-8-18-19(9-15)46-13-45-18)28-33(2)16(6-7-17(38)29(33)42)10-22-34(28,3)21(35(30,4)44)11-23(49-22)50-32-26(41)25(40)24(39)20(12-36)48-32/h5,8-9,16-17,20-28,30,32,36,38-41,44H,6-7,10-13H2,1-4H3/t16-,17+,20-,21-,22-,23+,24-,25+,26-,27+,28-,30-,32+,33+,34-,35+/m1/s1
• InChI Key: OWMQOHYLQGALRH-NZFPOBKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₁₆
• Molecular Weight: 722.70 g/mol
• Exact Mass: 722.27858538 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.44
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7177	71.77%
Caco-2	-	0.8832	88.32%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7062	70.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8383	83.83%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6071	60.71%
P-glycoprotein inhibitior	+	0.6743	67.43%
P-glycoprotein substrate	+	0.5432	54.32%
CYP3A4 substrate	+	0.7120	71.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.6824	68.24%
CYP2C9 inhibition	-	0.9131	91.31%
CYP2C19 inhibition	-	0.8719	87.19%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.8324	83.24%
CYP2C8 inhibition	+	0.6784	67.84%
CYP inhibitory promiscuity	-	0.9273	92.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6201	62.01%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.7350	73.50%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7314	73.14%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5991	59.91%
skin sensitisation	-	0.9082	90.82%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6206	62.06%
Acute Oral Toxicity (c)	I	0.3621	36.21%
Estrogen receptor binding	+	0.8146	81.46%
Androgen receptor binding	+	0.7126	71.26%
Thyroid receptor binding	-	0.5370	53.70%
Glucocorticoid receptor binding	+	0.7015	70.15%
Aromatase binding	+	0.6548	65.48%
PPAR gamma	+	0.7468	74.68%
Honey bee toxicity	-	0.7267	72.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9325	93.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.06%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.64%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.11%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.87%	94.80%
CHEMBL2581	P07339	Cathepsin D	95.72%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.00%	86.33%
CHEMBL4208	P20618	Proteasome component C5	94.75%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.91%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.18%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.15%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.56%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.49%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.15%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.97%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.29%	99.17%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.33%	90.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.79%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.86%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	81.83%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.35%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.18%	94.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.49%	91.43%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.29%	96.21%

Plants that contains it

• Picrasma javanica

Cross-Links

• PubChem: 101618825
• LOTUS: LTS0044514
• wikiData: Q105202134