[(1R,4S,6S,7R,10S,12R,15R,16S,34R,36S,37R,46R)-1,2,2,3,3,7,10,21,22,23,26,27,28,42,43-pentadecahydroxy-13,18,31,39-tetraoxo-5,9,14,17,32,35,38,47-octaoxadecacyclo[42.2.1.04,12.06,10.012,46.015,34.016,37.019,24.025,30.040,45]heptatetraconta-19,21,23,25,27,29,40,42,44-nonaen-36-yl] 2,3,4-trihydroxybenzoate

Details

• Internal ID: 2fa217de-5547-46c1-8199-47534f9cb4e8
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1R,4S,6S,7R,10S,12R,15R,16S,34R,36S,37R,46R)-1,2,2,3,3,7,10,21,22,23,26,27,28,42,43-pentadecahydroxy-13,18,31,39-tetraoxo-5,9,14,17,32,35,38,47-octaoxadecacyclo[42.2.1.04,12.06,10.012,46.015,34.016,37.019,24.025,30.040,45]heptatetraconta-19,21,23,25,27,29,40,42,44-nonaen-36-yl] 2,3,4-trihydroxybenzoate
• SMILES (Canonical): C1C(C2C(O1)(CC34C5C6=C(C(=C(C=C6C(=O)OC7C8C(C(COC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)OC7OC(=O)C1=C(C(=C(C=C1)O)O)O)OC3=O)O)O)OC5(C(C(C4O2)(O)O)(O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H]2[C@@](O1)(C[C@]34[C@H]5C6=C(C(=C(C=C6C(=O)O[C@@H]7[C@@H]8[C@@H]([C@@H](COC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)O[C@H]7OC(=O)C1=C(C(=C(C=C1)O)O)O)OC3=O)O)O)O[C@]5(C(C([C@H]4O2)(O)O)(O)O)O)O)O
• InChI: InChI=1S/C46H38O32/c47-13-2-1-9(22(52)23(13)53)36(60)77-39-32-31-29(18(72-39)7-70-35(59)10-3-14(48)24(54)27(57)19(10)20-11(37(61)73-31)4-15(49)25(55)28(20)58)75-41(63)42-8-43(64)34(17(51)6-71-43)76-40(42)44(65,66)46(68,69)45(67)33(42)21-12(38(62)74-32)5-16(50)26(56)30(21)78-45/h1-5,17-18,29,31-34,39-40,47-58,64-69H,6-8H2/t17-,18-,29-,31+,32-,33-,34+,39+,40+,42-,43+,45-/m1/s1
• InChI Key: DDOAOIYLIYNISR-SKCNTGQISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₃₈O₃₂
• Molecular Weight: 1102.80 g/mol
• Exact Mass: 1102.1346190 g/mol
• Topological Polar Surface Area (TPSA): 533.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -3.69
• H-Bond Acceptor: 32
• H-Bond Donor: 18
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6341	63.41%
Caco-2	-	0.8700	87.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6498	64.98%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8164	81.64%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7017	70.17%
P-glycoprotein inhibitior	+	0.7316	73.16%
P-glycoprotein substrate	+	0.7443	74.43%
CYP3A4 substrate	+	0.7220	72.20%
CYP2C9 substrate	-	0.5904	59.04%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.9093	90.93%
CYP2C9 inhibition	-	0.8960	89.60%
CYP2C19 inhibition	-	0.7571	75.71%
CYP2D6 inhibition	-	0.8915	89.15%
CYP1A2 inhibition	-	0.8700	87.00%
CYP2C8 inhibition	+	0.8074	80.74%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.8091	80.91%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	+	0.5509	55.09%
Human Ether-a-go-go-Related Gene inhibition	+	0.7444	74.44%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8360	83.60%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7786	77.86%
Acute Oral Toxicity (c)	III	0.5059	50.59%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.7708	77.08%
Thyroid receptor binding	+	0.5425	54.25%
Glucocorticoid receptor binding	+	0.5691	56.91%
Aromatase binding	+	0.6247	62.47%
PPAR gamma	+	0.7634	76.34%
Honey bee toxicity	-	0.6849	68.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9640	96.40%

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	99.46%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.53%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.69%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.30%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.41%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.53%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.96%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	87.62%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.33%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.92%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.81%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.20%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.99%	83.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.30%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.95%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.94%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.83%	85.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.63%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.56%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.54%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.11%	92.94%
CHEMBL2535	P11166	Glucose transporter	80.04%	98.75%

Plants that contains it

• Macaranga barteri

Cross-Links

• PubChem: 163193625
• LOTUS: LTS0191591
• wikiData: Q104976646