[(10S,11R,12R,13S,15R)-3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl] 4-[3-(3,4-dihydroxyphenyl)propanoyl]-3,5-dihydroxybenzoate

Details

• Internal ID: 004bc447-cd27-492d-9845-c1f0f2e78d51
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10S,11R,12R,13S,15R)-3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl] 4-[3-(3,4-dihydroxyphenyl)propanoyl]-3,5-dihydroxybenzoate
• SMILES (Canonical): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)C(=O)CCC4=CC(=C(C=C4)O)O)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O1)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)C(=O)CCC4=CC(=C(C=C4)O)O)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C36H30O20/c37-15-3-1-11(5-17(15)39)2-4-16(38)25-18(40)6-12(7-19(25)41)33(50)56-36-31(49)30(48)32-22(54-36)10-53-34(51)13-8-20(42)26(44)28(46)23(13)24-14(35(52)55-32)9-21(43)27(45)29(24)47/h1,3,5-9,22,30-32,36-37,39-49H,2,4,10H2/t22-,30-,31-,32-,36+/m1/s1
• InChI Key: MLBWNTXDPIDJPI-IACUNYAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₀O₂₀
• Molecular Weight: 782.60 g/mol
• Exact Mass: 782.13304334 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7811	78.11%
Caco-2	-	0.8815	88.15%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7124	71.24%
OATP2B1 inhibitior	+	0.5669	56.69%
OATP1B1 inhibitior	+	0.7756	77.56%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5757	57.57%
P-glycoprotein inhibitior	+	0.7220	72.20%
P-glycoprotein substrate	+	0.5094	50.94%
CYP3A4 substrate	+	0.6716	67.16%
CYP2C9 substrate	-	0.5912	59.12%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.8724	87.24%
CYP2C9 inhibition	-	0.6060	60.60%
CYP2C19 inhibition	-	0.7688	76.88%
CYP2D6 inhibition	-	0.9097	90.97%
CYP1A2 inhibition	-	0.8019	80.19%
CYP2C8 inhibition	+	0.8051	80.51%
CYP inhibitory promiscuity	-	0.8692	86.92%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6918	69.18%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8874	88.74%
Skin irritation	-	0.8224	82.24%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	+	0.6077	60.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.3680	36.80%
Micronuclear	-	0.5108	51.08%
Hepatotoxicity	-	0.8448	84.48%
skin sensitisation	-	0.8703	87.03%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9080	90.80%
Acute Oral Toxicity (c)	III	0.5942	59.42%
Estrogen receptor binding	+	0.7701	77.01%
Androgen receptor binding	+	0.7229	72.29%
Thyroid receptor binding	+	0.5328	53.28%
Glucocorticoid receptor binding	+	0.5621	56.21%
Aromatase binding	+	0.6057	60.57%
PPAR gamma	+	0.7086	70.86%
Honey bee toxicity	-	0.7424	74.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8371	83.71%

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	99.40%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.84%	95.17%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.13%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.95%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.40%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.98%	95.89%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	90.62%	96.37%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.25%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.56%	89.00%
CHEMBL4208	P20618	Proteasome component C5	88.79%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	88.37%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.48%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.36%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.94%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.71%	95.56%
CHEMBL2535	P11166	Glucose transporter	85.46%	98.75%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.15%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.86%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.71%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.18%	92.62%
CHEMBL3194	P02766	Transthyretin	83.81%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.31%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.84%	86.92%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.83%	92.67%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.23%	83.00%

Plants that contains it

• Balanophora harlandii

Cross-Links

• PubChem: 163193407
• LOTUS: LTS0193872
• wikiData: Q105166465