Gneyulin A

Details

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Internal ID 43faff45-e1a1-4c86-8d9f-dcd231ebead0
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 4-[(E)-2-[(2R,3R)-3-(3,5-dihydroxyphenyl)-2-[(2R,3R)-2-(2,4-dihydroxyphenyl)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2,3-dihydro-1-benzofuran-5-yl]-4-hydroxy-2,3-dihydro-1-benzofuran-6-yl]ethenyl]benzene-1,3-diol
SMILES (Canonical) C1=CC(=C(C=C1O)O)C=CC2=CC(=C3C(C(OC3=C2)C4=CC5=C(C=C4O)OC(C5C6=CC(=CC(=C6)O)O)C7=C(C=C(C=C7)O)O)C8=CC(=CC(=C8)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1O)O)/C=C/C2=CC(=C3[C@H]([C@@H](OC3=C2)C4=CC5=C(C=C4O)O[C@H]([C@@H]5C6=CC(=CC(=C6)O)O)C7=C(C=C(C=C7)O)O)C8=CC(=CC(=C8)O)O)O
InChI InChI=1S/C42H32O12/c43-23-4-3-20(32(49)15-23)2-1-19-7-35(52)40-37(8-19)54-42(39(40)22-11-27(47)14-28(48)12-22)30-17-31-36(18-34(30)51)53-41(29-6-5-24(44)16-33(29)50)38(31)21-9-25(45)13-26(46)10-21/h1-18,38-39,41-52H/b2-1+/t38-,39-,41+,42+/m1/s1
InChI Key ICXRYDWDNDYFEC-LUJHVKMYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H32O12
Molecular Weight 728.70 g/mol
Exact Mass 728.18937645 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 7.44
H-Bond Acceptor 12
H-Bond Donor 10
Rotatable Bonds 6

Synonyms

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CHEMBL1097907
BDBM50316418

2D Structure

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2D Structure of Gneyulin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9881 98.81%
Caco-2 - 0.8838 88.38%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5535 55.35%
OATP2B1 inhibitior + 0.5758 57.58%
OATP1B1 inhibitior + 0.8394 83.94%
OATP1B3 inhibitior + 0.8015 80.15%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8088 80.88%
P-glycoprotein inhibitior + 0.7423 74.23%
P-glycoprotein substrate - 0.7094 70.94%
CYP3A4 substrate + 0.6063 60.63%
CYP2C9 substrate + 0.6202 62.02%
CYP2D6 substrate + 0.3681 36.81%
CYP3A4 inhibition + 0.6476 64.76%
CYP2C9 inhibition + 0.9283 92.83%
CYP2C19 inhibition + 0.8370 83.70%
CYP2D6 inhibition - 0.8256 82.56%
CYP1A2 inhibition + 0.8993 89.93%
CYP2C8 inhibition + 0.8227 82.27%
CYP inhibitory promiscuity + 0.9650 96.50%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Danger 0.4413 44.13%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8351 83.51%
Skin irritation + 0.5125 51.25%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8810 88.10%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5002 50.02%
skin sensitisation - 0.6900 69.00%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity - 0.5111 51.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.5942 59.42%
Acute Oral Toxicity (c) II 0.4136 41.36%
Estrogen receptor binding + 0.7407 74.07%
Androgen receptor binding + 0.7630 76.30%
Thyroid receptor binding + 0.6453 64.53%
Glucocorticoid receptor binding + 0.6290 62.90%
Aromatase binding - 0.5257 52.57%
PPAR gamma + 0.7158 71.58%
Honey bee toxicity - 0.7591 75.91%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9801 98.01%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 98.08% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.72% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.96% 95.56%
CHEMBL3194 P02766 Transthyretin 94.02% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.31% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 90.96% 94.73%
CHEMBL2581 P07339 Cathepsin D 90.42% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.81% 93.40%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.88% 91.71%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.74% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.34% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.20% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.07% 99.15%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.88% 93.56%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 81.35% 96.42%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.90% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.52% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Gnetum gnemonoides

Cross-Links

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PubChem 46210599
LOTUS LTS0039527
wikiData Q105111220