[(1R,8R,9S,27R,29S,30R,39R)-1,2,2,14,15,16,19,20,21,35,36-undecahydroxy-3,6,11,24,32-pentaoxo-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.05,39.08,27.09,30.012,17.018,23.033,38]tetraconta-4,12,14,16,18,20,22,33,35,37-decaen-29-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: d3faf524-0339-44a4-b14a-b4d3e8f16d4d
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1R,8R,9S,27R,29S,30R,39R)-1,2,2,14,15,16,19,20,21,35,36-undecahydroxy-3,6,11,24,32-pentaoxo-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.05,39.08,27.09,30.012,17.018,23.033,38]tetraconta-4,12,14,16,18,20,22,33,35,37-decaen-29-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C3C(C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5C7C(=CC(=O)C(C7(O6)O)(O)O)C(=O)O3)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@@H]3[C@@H]([C@H]([C@@H](O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5[C@@H]7C(=CC(=O)C([C@@]7(O6)O)(O)O)C(=O)O3)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C41H28O27/c42-13-1-8(2-14(43)24(13)48)34(54)67-39-33-32-30(64-38(58)12-6-19(47)40(59,60)41(61)23(12)22-11(37(57)66-33)5-17(46)27(51)31(22)68-41)18(63-39)7-62-35(55)9-3-15(44)25(49)28(52)20(9)21-10(36(56)65-32)4-16(45)26(50)29(21)53/h1-6,18,23,30,32-33,39,42-46,48-53,59-61H,7H2/t18-,23+,30-,32+,33-,39+,41-/m1/s1
• InChI Key: WTKZYPVTAXZSEM-AHSVKIOASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₂₈O₂₇
• Molecular Weight: 952.60 g/mol
• Exact Mass: 952.08179561 g/mol
• Topological Polar Surface Area (TPSA): 450.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8547	85.47%
Caco-2	-	0.8787	87.87%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7432	74.32%
OATP2B1 inhibitior	-	0.7105	71.05%
OATP1B1 inhibitior	+	0.7671	76.71%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9181	91.81%
P-glycoprotein inhibitior	+	0.7457	74.57%
P-glycoprotein substrate	+	0.6043	60.43%
CYP3A4 substrate	+	0.7014	70.14%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.7307	73.07%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.5264	52.64%
CYP2D6 inhibition	-	0.7981	79.81%
CYP1A2 inhibition	-	0.7047	70.47%
CYP2C8 inhibition	+	0.7369	73.69%
CYP inhibitory promiscuity	-	0.6465	64.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5521	55.21%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.8921	89.21%
Skin irritation	-	0.7360	73.60%
Skin corrosion	-	0.9338	93.38%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6713	67.13%
Micronuclear	+	0.8033	80.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7314	73.14%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8604	86.04%
Acute Oral Toxicity (c)	III	0.4434	44.34%
Estrogen receptor binding	+	0.7926	79.26%
Androgen receptor binding	+	0.7708	77.08%
Thyroid receptor binding	-	0.4905	49.05%
Glucocorticoid receptor binding	+	0.5845	58.45%
Aromatase binding	+	0.5592	55.92%
PPAR gamma	+	0.7432	74.32%
Honey bee toxicity	-	0.7203	72.03%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9798	97.98%

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	99.47%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.60%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.82%	83.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.48%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.81%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.16%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.99%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.99%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.80%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.40%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.15%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	85.04%	91.19%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.97%	96.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.16%	97.33%
CHEMBL1781	P11387	DNA topoisomerase I	81.67%	97.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.55%	92.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.99%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.69%	91.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.27%	92.94%

Plants that contains it

• Cotyledon orbiculata
• Euphorbia helioscopia
• Euphorbia humifusa
• Euphorbia thymifolia
• Excoecaria kawakamii
• Geranium carolinianum
• Phyllanthus emblica
• Tylecodon grandiflorus

Cross-Links

• PubChem: 21636129
• NPASS: NPC176795
• LOTUS: LTS0273823
• wikiData: Q105249262