[(10R,11S)-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-10-[(4S,5S,14R,15R,19R)-3,3,4,8,9-pentahydroxy-2,12,17-trioxo-19-[(2R,3S)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]-13,16,20-trioxapentacyclo[13.3.1.14,7.05,18.06,11]icosa-1(18),6,8,10-tetraen-14-yl]-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 880d1e57-4e23-459e-8369-071e14adf518
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Complex tannins
• IUPAC Name: [(10R,11S)-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-10-[(4S,5S,14R,15R,19R)-3,3,4,8,9-pentahydroxy-2,12,17-trioxo-19-[(2R,3S)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]-13,16,20-trioxapentacyclo[13.3.1.14,7.05,18.06,11]icosa-1(18),6,8,10-tetraen-14-yl]-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(OC2=C1C(=CC(=C2C3C4C(OC(=O)C5=CC(=C(C6=C5C7C(=C3C(=O)C(C7(O6)O)(O)O)C(=O)O4)O)O)C8C(COC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)C1=CC(=C(C(=C1)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC2=C1C(=CC(=C2[C@H]3[C@@H]4[C@@H](OC(=O)C5=CC(=C(C6=C5[C@H]7C(=C3C(=O)C([C@]7(O6)O)(O)O)C(=O)O4)O)O)[C@H]8[C@H](COC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)C1=CC(=C(C(=C1)O)O)O)O
• InChI: InChI=1S/C56H40O33/c57-17-9-18(58)31(44-13(17)5-26(66)43(85-44)11-1-19(59)36(67)20(60)2-11)32-33-34-35-30-16(8-25(65)40(71)46(30)89-56(35,82)55(80,81)49(33)74)53(78)88-48(47(32)87-54(34)79)45-27(84-50(75)12-3-21(61)37(68)22(62)4-12)10-83-51(76)14-6-23(63)38(69)41(72)28(14)29-15(52(77)86-45)7-24(64)39(70)42(29)73/h1-4,6-9,26-27,32,35,43,45,47-48,57-73,80-82H,5,10H2/t26-,27-,32+,35-,43+,45+,47+,48-,56-/m0/s1
• InChI Key: IPRCRGQCSFYRPQ-LDSYMTNPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₄₀O₃₃
• Molecular Weight: 1240.90 g/mol
• Exact Mass: 1240.1451837 g/mol
• Topological Polar Surface Area (TPSA): 572.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.27
• H-Bond Acceptor: 33
• H-Bond Donor: 20
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9044	90.44%
Caco-2	-	0.8719	87.19%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7082	70.82%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.7744	77.44%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7540	75.40%
P-glycoprotein inhibitior	+	0.7356	73.56%
P-glycoprotein substrate	+	0.7080	70.80%
CYP3A4 substrate	+	0.7263	72.63%
CYP2C9 substrate	-	0.7976	79.76%
CYP2D6 substrate	-	0.8400	84.00%
CYP3A4 inhibition	-	0.8295	82.95%
CYP2C9 inhibition	-	0.6097	60.97%
CYP2C19 inhibition	-	0.6293	62.93%
CYP2D6 inhibition	-	0.8445	84.45%
CYP1A2 inhibition	-	0.8088	80.88%
CYP2C8 inhibition	+	0.8115	81.15%
CYP inhibitory promiscuity	-	0.8232	82.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5741	57.41%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8974	89.74%
Skin irritation	-	0.7533	75.33%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6787	67.87%
Micronuclear	+	0.8233	82.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7918	79.18%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7441	74.41%
Acute Oral Toxicity (c)	III	0.4149	41.49%
Estrogen receptor binding	+	0.7868	78.68%
Androgen receptor binding	+	0.7777	77.77%
Thyroid receptor binding	+	0.5378	53.78%
Glucocorticoid receptor binding	+	0.5550	55.50%
Aromatase binding	+	0.5843	58.43%
PPAR gamma	+	0.7475	74.75%
Honey bee toxicity	-	0.6769	67.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9773	97.73%

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	99.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.36%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.23%	89.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	92.69%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.22%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.27%	94.00%
CHEMBL2535	P11166	Glucose transporter	90.53%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.31%	99.23%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.29%	95.17%
CHEMBL1993	P26358	DNA (cytosine-5)-methyltransferase 1	88.87%	95.44%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.82%	83.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	87.23%	96.37%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.53%	95.56%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	85.77%	92.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.44%	95.89%
CHEMBL236	P41143	Delta opioid receptor	84.69%	99.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.29%	99.15%
CHEMBL3194	P02766	Transthyretin	83.23%	90.71%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.65%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.54%	86.33%
CHEMBL3820	P35557	Hexokinase type IV	82.53%	91.96%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.26%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.07%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	80.45%	83.82%
CHEMBL4302	P08183	P-glycoprotein 1	80.24%	92.98%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.22%	94.42%

Plants that contains it

• Psidium guajava

Cross-Links

• PubChem: 162944464
• LOTUS: LTS0059105
• wikiData: Q105117441