[(7S,8R,9R,11S,12R,21R)-1,8,17,18,22,22-hexahydroxy-9-(hydroxymethyl)-2,5,14-trioxo-6,10,13,23-tetraoxapentacyclo[17.3.1.04,21.07,12.015,20]tricosa-3,15,17,19-tetraen-11-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 7eab56a0-14e3-47ed-82e2-377bff4e96e5
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(7S,8R,9R,11S,12R,21R)-1,8,17,18,22,22-hexahydroxy-9-(hydroxymethyl)-2,5,14-trioxo-6,10,13,23-tetraoxapentacyclo[17.3.1.04,21.07,12.015,20]tricosa-3,15,17,19-tetraen-11-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OC2C3C(C(C(O2)CO)O)OC(=O)C4=CC(=O)C5(C(C4C6=C(O5)C(=C(C=C6C(=O)O3)O)O)(O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)O[C@H]2[C@H]3[C@H]([C@@H]([C@H](O2)CO)O)OC(=O)C4=CC(=O)C5(C([C@@H]4C6=C(O5)C(=C(C=C6C(=O)O3)O)O)(O)O)O
• InChI: InChI=1S/C27H22O19/c28-5-12-18(35)20-21(25(42-12)45-22(36)6-1-9(29)16(33)10(30)2-6)44-23(37)7-3-11(31)17(34)19-14(7)15-8(24(38)43-20)4-13(32)27(41,46-19)26(15,39)40/h1-4,12,15,18,20-21,25,28-31,33-35,39-41H,5H2/t12-,15+,18-,20+,21-,25+,27?/m1/s1
• InChI Key: VDKWTQCDCPMSOH-OIPZPGHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₂O₁₉
• Molecular Weight: 650.50 g/mol
• Exact Mass: 650.07552847 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.04
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6759	67.59%
Caco-2	-	0.8929	89.29%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5947	59.47%
OATP2B1 inhibitior	-	0.7053	70.53%
OATP1B1 inhibitior	-	0.3327	33.27%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7192	71.92%
P-glycoprotein inhibitior	+	0.6621	66.21%
P-glycoprotein substrate	-	0.5516	55.16%
CYP3A4 substrate	+	0.6737	67.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.8866	88.66%
CYP2C9 inhibition	-	0.7258	72.58%
CYP2C19 inhibition	-	0.6711	67.11%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.8420	84.20%
CYP2C8 inhibition	+	0.6474	64.74%
CYP inhibitory promiscuity	-	0.8237	82.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6975	69.75%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8898	88.98%
Skin irritation	-	0.7663	76.63%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	+	0.5509	55.09%
Human Ether-a-go-go-Related Gene inhibition	+	0.7560	75.60%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.7790	77.90%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8252	82.52%
Acute Oral Toxicity (c)	III	0.4542	45.42%
Estrogen receptor binding	+	0.7360	73.60%
Androgen receptor binding	+	0.7437	74.37%
Thyroid receptor binding	-	0.5786	57.86%
Glucocorticoid receptor binding	-	0.4797	47.97%
Aromatase binding	+	0.5651	56.51%
PPAR gamma	+	0.6932	69.32%
Honey bee toxicity	-	0.7555	75.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9518	95.18%

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	99.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.70%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.55%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.36%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.34%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.87%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.25%	83.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.49%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.45%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.94%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.82%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.54%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.33%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.28%	92.94%
CHEMBL3194	P02766	Transthyretin	80.20%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.18%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.10%	99.23%

Plants that contains it

• Acalypha indica

Cross-Links

• PubChem: 163187062
• LOTUS: LTS0155612
• wikiData: Q105284232