Elaeagnatin B

Details

• Internal ID: a4e6dcc6-df83-4d8d-aa28-da30cf2ee292
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (10R,11S)-11-[(10R,11S)-11-[2-[(14R,15S,19S)-14-[(10R,11S)-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3,4,7,8,9-hexahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-19-yl]-3,4,5-trihydroxybenzoyl]oxy-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-3,4,5,16,17,18-hexahydroxy-8,13-dioxo-9,12-dioxatricyclo[12.4.0.02,7]octadeca-1(18),2,4,6,14,16-hexaene-10-carboxylic acid
• SMILES (Canonical): C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C4C5C(C6=C(C(=C(C(=C6C(=O)O5)C7=C(C(=C(C=C7C(=O)O4)O)O)O)O)O)O)C8=C(C(=C(C=C8C(=O)OC9COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)OC9C1C(OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O)C(=O)O)O)O)O)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H](OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)[C@H]4[C@@H]5[C@H](C6=C(C(=C(C(=C6C(=O)O5)C7=C(C(=C(C=C7C(=O)O4)O)O)O)O)O)O)C8=C(C(=C(C=C8C(=O)O[C@H]9COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O[C@H]9[C@H]1[C@@H](OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O)C(=O)O)O)O)O)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
• InChI: InChI=1S/C82H54O52/c83-22-1-13(2-23(84)46(22)93)73(115)127-32-11-125-74(116)14-3-24(85)47(94)55(102)34(14)36-16(5-26(87)49(96)57(36)104)77(119)129-66(32)69-68-44(43-45(82(124)131-68)42(63(110)65(112)64(43)111)40-20(80(122)132-69)9-30(91)53(100)61(40)108)41-21(10-31(92)54(101)62(41)109)76(118)128-33-12-126-75(117)15-4-25(86)48(95)56(103)35(15)37-17(6-27(88)50(97)58(37)105)78(120)130-67(33)70-71(72(113)114)134-81(123)19-8-29(90)52(99)60(107)39(19)38-18(79(121)133-70)7-28(89)51(98)59(38)106/h1-10,32-33,44,66-71,83-112H,11-12H2,(H,113,114)/t32-,33-,44-,66+,67+,68-,69-,70-,71+/m0/s1
• InChI Key: WQOMKJNVNWYPCL-NYNCKZAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₂H₅₄O₅₂
• Molecular Weight: 1871.30 g/mol
• Exact Mass: 1870.1581119 g/mol
• Topological Polar Surface Area (TPSA): 907.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 51
• H-Bond Donor: 31
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6436	64.36%
Caco-2	-	0.8612	86.12%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6620	66.20%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.7577	75.77%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7978	79.78%
P-glycoprotein inhibitior	+	0.7407	74.07%
P-glycoprotein substrate	-	0.5114	51.14%
CYP3A4 substrate	+	0.6565	65.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8807	88.07%
CYP3A4 inhibition	-	0.8893	88.93%
CYP2C9 inhibition	-	0.8144	81.44%
CYP2C19 inhibition	-	0.8340	83.40%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	-	0.8972	89.72%
CYP2C8 inhibition	+	0.7523	75.23%
CYP inhibitory promiscuity	-	0.8251	82.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6665	66.65%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.8189	81.89%
Skin corrosion	-	0.9505	95.05%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7348	73.48%
Micronuclear	+	0.7933	79.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8727	87.27%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7264	72.64%
Acute Oral Toxicity (c)	III	0.4683	46.83%
Estrogen receptor binding	+	0.7259	72.59%
Androgen receptor binding	+	0.7678	76.78%
Thyroid receptor binding	+	0.5500	55.00%
Glucocorticoid receptor binding	-	0.4812	48.12%
Aromatase binding	+	0.5861	58.61%
PPAR gamma	+	0.7369	73.69%
Honey bee toxicity	-	0.7031	70.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9027	90.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.55%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.07%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.15%	95.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.74%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.72%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.62%	99.17%
CHEMBL3194	P02766	Transthyretin	90.39%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.37%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.25%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.46%	86.33%
CHEMBL2535	P11166	Glucose transporter	87.99%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.53%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.38%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.32%	99.15%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.85%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.85%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.64%	97.21%
CHEMBL4530	P00488	Coagulation factor XIII	81.86%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	81.31%	100.00%
CHEMBL3891	P07384	Calpain 1	81.21%	93.04%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.20%	94.42%

Plants that contains it

• Elaeagnus umbellata

Cross-Links

• PubChem: 100936649
• LOTUS: LTS0038120
• wikiData: Q105310888