[(1S,2S,4S,7R,9R,11S,13S,14R,15S,16S,17S)-4-acetyloxy-15-methoxy-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: 83710648-9619-4e0c-a1ec-351353b068e5
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,2S,4S,7R,9R,11S,13S,14R,15S,16S,17S)-4-acetyloxy-15-methoxy-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): CC1C2CC(OC3C2(C(C(C1OC)OC(=O)C4=CC5=C(C=C4)OCO5)C6(C(C3)CCC(C6=O)OC(=O)C)C)C)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]2C[C@@H](O[C@H]3[C@@]2([C@H]([C@@H]([C@H]1OC)OC(=O)C4=CC5=C(C=C4)OCO5)[C@@]6([C@@H](C3)CC[C@@H](C6=O)OC(=O)C)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C36H48O15/c1-15-19-12-25(50-34-28(41)27(40)26(39)23(13-37)48-34)49-24-11-18-7-9-21(47-16(2)38)32(42)35(18,3)31(36(19,24)4)30(29(15)44-5)51-33(43)17-6-8-20-22(10-17)46-14-45-20/h6,8,10,15,18-19,21,23-31,34,37,39-41H,7,9,11-14H2,1-5H3/t15-,18-,19+,21+,23-,24-,25+,26-,27+,28-,29+,30-,31-,34+,35+,36-/m1/s1
• InChI Key: OUXJWBCPXFZMEC-WDPRGFJTSA-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): 206.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 15
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6336	63.36%
Caco-2	-	0.8713	87.13%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7131	71.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8102	81.02%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8488	84.88%
P-glycoprotein inhibitior	+	0.7396	73.96%
P-glycoprotein substrate	+	0.6513	65.13%
CYP3A4 substrate	+	0.7285	72.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8784	87.84%
CYP3A4 inhibition	-	0.7986	79.86%
CYP2C9 inhibition	-	0.8905	89.05%
CYP2C19 inhibition	-	0.8223	82.23%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.8358	83.58%
CYP2C8 inhibition	+	0.7231	72.31%
CYP inhibitory promiscuity	-	0.8814	88.14%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6294	62.94%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9204	92.04%
Skin irritation	-	0.7790	77.90%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.5440	54.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.8043	80.43%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5672	56.72%
skin sensitisation	-	0.9061	90.61%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6669	66.69%
Acute Oral Toxicity (c)	III	0.3692	36.92%
Estrogen receptor binding	+	0.8247	82.47%
Androgen receptor binding	+	0.7127	71.27%
Thyroid receptor binding	-	0.5463	54.63%
Glucocorticoid receptor binding	+	0.7221	72.21%
Aromatase binding	+	0.6544	65.44%
PPAR gamma	+	0.7614	76.14%
Honey bee toxicity	-	0.6953	69.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9156	91.56%

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	98.79%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.59%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.53%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.73%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.95%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.99%	97.09%
CHEMBL4208	P20618	Proteasome component C5	93.57%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.29%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.75%	100.00%
CHEMBL2581	P07339	Cathepsin D	90.49%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.27%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.88%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.83%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.80%	85.14%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.00%	81.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.55%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.12%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.15%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.36%	91.19%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.24%	90.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.92%	90.24%
CHEMBL5255	O00206	Toll-like receptor 4	81.50%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.45%	95.83%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.23%	95.50%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.75%	91.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.01%	92.94%

Plants that contains it

• Picrasma javanica

Cross-Links

• PubChem: 101618823
• LOTUS: LTS0038286
• wikiData: Q105200517