[(10R,11S,12R,13R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl] 3,4,5-trihydroxy-2-[(6,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl)oxy]benzoate

Details

• Internal ID: 57e81512-9582-47fb-b140-43c1bc3e6264
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10R,11S,12R,13R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl] 3,4,5-trihydroxy-2-[(6,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl)oxy]benzoate
• SMILES (Canonical): C1C2C(C(C(C(O2)O)OC(=O)C3=CC(=C(C(=C3OC4=C(C=C5C6=C4OC(=O)C7=CC(=C(C(=C76)OC5=O)O)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O)OC(=O)C9=CC(=C(C(=C9C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O)OC(=O)C3=CC(=C(C(=C3OC4=C(C=C5C6=C4OC(=O)C7=CC(=C(C(=C76)OC5=O)O)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O)OC(=O)C9=CC(=C(C(=C9C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C48H30O30/c49-15-1-9(2-16(50)27(15)56)42(64)77-40-37-22(8-71-43(65)10-3-17(51)28(57)32(61)23(10)24-11(44(66)74-37)4-18(52)29(58)33(24)62)72-48(70)41(40)78-47(69)14-7-19(53)30(59)34(63)35(14)73-36-21(55)6-13-26-25-12(46(68)76-39(26)36)5-20(54)31(60)38(25)75-45(13)67/h1-7,22,37,40-41,48-63,70H,8H2/t22-,37-,40+,41-,48-/m1/s1
• InChI Key: AQBKMQLOIPEZHA-HSUKUTDESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₃₀O₃₀
• Molecular Weight: 1086.70 g/mol
• Exact Mass: 1086.08218953 g/mol
• Topological Polar Surface Area (TPSA): 500.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 30
• H-Bond Donor: 16
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5957	59.57%
Caco-2	-	0.8700	87.00%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6016	60.16%
OATP2B1 inhibitior	-	0.5715	57.15%
OATP1B1 inhibitior	+	0.7581	75.81%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8095	80.95%
P-glycoprotein inhibitior	+	0.7366	73.66%
P-glycoprotein substrate	+	0.6167	61.67%
CYP3A4 substrate	+	0.6825	68.25%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.7954	79.54%
CYP2C19 inhibition	-	0.8542	85.42%
CYP2D6 inhibition	-	0.9031	90.31%
CYP1A2 inhibition	-	0.8422	84.22%
CYP2C8 inhibition	+	0.7863	78.63%
CYP inhibitory promiscuity	-	0.8960	89.60%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6794	67.94%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.7833	78.33%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7071	70.71%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8663	86.63%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9277	92.77%
Acute Oral Toxicity (c)	III	0.4838	48.38%
Estrogen receptor binding	+	0.7757	77.57%
Androgen receptor binding	+	0.7415	74.15%
Thyroid receptor binding	+	0.5446	54.46%
Glucocorticoid receptor binding	+	0.5402	54.02%
Aromatase binding	+	0.6152	61.52%
PPAR gamma	+	0.7471	74.71%
Honey bee toxicity	-	0.7331	73.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8948	89.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.63%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.61%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.49%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.74%	94.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.03%	83.57%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.66%	89.34%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.98%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.30%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	91.73%	94.42%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.23%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.01%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	90.76%	96.00%
CHEMBL3194	P02766	Transthyretin	90.44%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.33%	95.56%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	87.66%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.86%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.70%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.28%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.23%	92.62%
CHEMBL2581	P07339	Cathepsin D	85.12%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.47%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.74%	98.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.85%	96.21%
CHEMBL4530	P00488	Coagulation factor XIII	82.06%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.66%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.28%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.29%	97.09%

Plants that contains it

• Eucalyptus alba

Cross-Links

• PubChem: 162875453
• LOTUS: LTS0036070
• wikiData: Q104916708