Excoecariphenol D

Details

• Internal ID: 501c8950-97be-40b6-97f0-e292ad40d6ac
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1R,4S,6S,7R,10S,12R,15R,16S,34R,36S,37R,46R)-1,2,2,3,3,7,10,21,22,27,28,42,43-tridecahydroxy-13,18,31,39-tetraoxo-5,9,14,17,32,35,38,47,48-nonaoxaundecacyclo[42.2.1.123,26.04,12.06,10.012,46.015,34.016,37.019,24.025,30.040,45]octatetraconta-19,21,23,25,27,29,40,42,44-nonaen-36-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C2C(O1)(CC34C5C6=C(C(=C(C=C6C(=O)OC7C8C(C(COC(=O)C9=CC(=C(C1=C9C6=C(O1)C(=C(C=C6C(=O)O8)O)O)O)O)OC7OC(=O)C1=CC(=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(C1=C9C6=C(O1)C(=C(C=C6C(=O)O8)O)O)O)O)O[C@H]7OC(=O)C1=CC(=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/C46H36O31/c47-13-1-9(2-14(48)23(13)53)35(57)76-39-32-31-27(19(70-39)7-68-36(58)10-3-15(49)24(54)28-20(10)21-11(37(59)72-31)4-16(50)25(55)29(21)71-28)74-41(61)42-8-43(62)34(18(52)6-69-43)75-40(42)44(63,64)46(66,67)45(65)33(42)22-12(38(60)73-32)5-17(51)26(56)30(22)77-45/h1-5,18-19,27,31-34,39-40,47-56,62-67H,6-8H2/t18-,19-,27-,31+,32-,33-,34+,39+,40+,42-,43+,45-/m1/s1
• InChI Key: KVXLJYHVDVUACG-AZNNVHTCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₃₆O₃₁
• Molecular Weight: 1084.80 g/mol
• Exact Mass: 1084.12405435 g/mol
• Topological Polar Surface Area (TPSA): 505.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -2.87
• H-Bond Acceptor: 31
• H-Bond Donor: 16
• Rotatable Bonds: 2

Synonyms

• ((1R,4S,6S,7R,10S,12R,15R,16S,34R,36S,37R,46R)-1,2,2,3,3,7,10,21,22,27,28,42,43-tridecahydroxy-13,18,31,39-tetraoxo-5,9,14,17,32,35,38,47,48-nonaoxaundecacyclo(42.2.1.123,26.04,12.06,10.012,46.015,34.016,37.019,24.025,30.040,45)octatetraconta-19,21,23,25,27,29,40,42,44-nonaen-36-yl) 3,4,5-trihydroxybenzoate
• [(1R,4S,6S,7R,10S,12R,15R,16S,34R,36S,37R,46R)-1,2,2,3,3,7,10,21,22,27,28,42,43-tridecahydroxy-13,18,31,39-tetraoxo-5,9,14,17,32,35,38,47,48-nonaoxaundecacyclo[42.2.1.123,26.04,12.06,10.012,46.015,34.016,37.019,24.025,30.040,45]octatetraconta-19,21,23,25,27,29,40,42,44-nonaen-36-yl] 3,4,5-trihydroxybenzoate
• RefChem:139746
• CHEMBL1939386

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6341	63.41%
Caco-2	-	0.8684	86.84%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6498	64.98%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.7978	79.78%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6879	68.79%
P-glycoprotein inhibitior	+	0.7327	73.27%
P-glycoprotein substrate	+	0.7731	77.31%
CYP3A4 substrate	+	0.7235	72.35%
CYP2C9 substrate	-	0.5904	59.04%
CYP2D6 substrate	-	0.8497	84.97%
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	+	0.8089	80.89%
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	-	0.8984	89.84%
Skin irritation	-	0.8091	80.91%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	+	0.5299	52.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.7444	74.44%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8360	83.60%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8802	88.02%
Acute Oral Toxicity (c)	III	0.5059	50.59%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.7690	76.90%
Thyroid receptor binding	+	0.5496	54.96%
Glucocorticoid receptor binding	+	0.5641	56.41%
Aromatase binding	+	0.6367	63.67%
PPAR gamma	+	0.7578	75.78%
Honey bee toxicity	-	0.6381	63.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
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	98.97%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.97%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.48%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.89%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.11%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.93%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	90.19%	91.49%
CHEMBL2581	P07339	Cathepsin D	89.92%	98.95%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.71%	83.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.58%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	88.36%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.24%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.13%	97.09%
CHEMBL3194	P02766	Transthyretin	83.65%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.09%	89.34%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.09%	94.42%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.80%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.57%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.54%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.46%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.15%	85.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.42%	91.71%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 57397230
• NPASS: NPC93113
• ChEMBL: CHEMBL1939386
• LOTUS: LTS0257025
• wikiData: Q105146784