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Xanthomegnin

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID cbb4ec33-7422-4e7f-9ebf-af77ad551d14
Taxonomy Phenylpropanoids and polyketides > Isochromanequinones
IUPAC Name (3R)-10-hydroxy-8-[(3R)-10-hydroxy-7-methoxy-3-methyl-1,6,9-trioxo-3,4-dihydrobenzo[g]isochromen-8-yl]-7-methoxy-3-methyl-3,4-dihydrobenzo[g]isochromene-1,6,9-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H22O12/c1-9-5-11-7-13-17(23(33)15(11)29(37)41-9)25(35)19(27(39-3)21(13)31)20-26(36)18-14(22(32)28(20)40-4)8-12-6-10(2)42-30(38)16(12)24(18)34/h7-10,33-34H,5-6H2,1-4H3/t9-,10-/m1/s1
InChI Key WICHONPZVIYWIJ-NXEZZACHSA-N
Popularity 31 references in papers

Physical and Chemical Properties

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Molecular Formula C30H22O12
Molecular Weight 574.50 g/mol
Exact Mass 574.11112613 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 2.56
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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[8,8'-Bi-1H-naphtho[2,3-c]pyran]-1,1',6,6',9,9'-hexone, 3,3',4,4'-tetrahydro-10,10'-dihydroxy-7,7'-dimethoxy-3,3'-dimethyl-, [R-(R*,R*)]-
NSC 264720
NSC-264720
E4QHA2B8K4
CHEMBL3359157
(8,8'-Bi-1H-naphtho(1,2-c)pyran)-1,1',7,7',10,10'-hexone, 3,3',4,4'-tetrahydro-6,6'-dihydroxy-9,9'-dimethoxy-3,3'-dimethyl-, (3R,3'R)-
(3R)-10-hydroxy-8-[(3R)-10-hydroxy-7-methoxy-3-methyl-1,6,9-trioxo-1H,3H,4H,6H,9H-naphtho[2,3-c]pyran-8-yl]-7-methoxy-3-methyl-1H,3H,4H,6H,9H-naphtho[2,3-c]pyran-1,6,9-trione
(3R,3'R)-3,3',4,4'-Tetrahydro-10,10'-dihydroxy-7,7'-dimethoxy-3,3'-dimethyl[8,8'-bi-1H-naphtho[2,3-c]pyran]-1,1',6,6',9,9'-hexone
[8,8'-Bi-1H-naphtho[2,3-c]pyran]-1,1',6,6',9,9'-hexone, 3,3',4,4'-tetrahydro-10,10'-dihydroxy-7,7'-dimethoxy-3,3'-dimethyl-, (3R,3'R)-

2D Structure

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2D Structure of Xanthomegnin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9364 93.64%
Caco-2 - 0.7672 76.72%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.6933 69.33%
OATP2B1 inhibitior - 0.8630 86.30%
OATP1B1 inhibitior + 0.8689 86.89%
OATP1B3 inhibitior + 0.9095 90.95%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.5679 56.79%
P-glycoprotein inhibitior + 0.7241 72.41%
P-glycoprotein substrate - 0.8319 83.19%
CYP3A4 substrate + 0.5682 56.82%
CYP2C9 substrate + 0.6236 62.36%
CYP2D6 substrate - 0.8624 86.24%
CYP3A4 inhibition - 0.8147 81.47%
CYP2C9 inhibition - 0.5739 57.39%
CYP2C19 inhibition - 0.5672 56.72%
CYP2D6 inhibition - 0.8267 82.67%
CYP1A2 inhibition - 0.8235 82.35%
CYP2C8 inhibition - 0.8572 85.72%
CYP inhibitory promiscuity - 0.5063 50.63%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.5220 52.20%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.8016 80.16%
Skin irritation - 0.7738 77.38%
Skin corrosion - 0.9579 95.79%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5596 55.96%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8643 86.43%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6220 62.20%
Acute Oral Toxicity (c) I 0.5829 58.29%
Estrogen receptor binding + 0.8048 80.48%
Androgen receptor binding + 0.5417 54.17%
Thyroid receptor binding - 0.5492 54.92%
Glucocorticoid receptor binding + 0.7705 77.05%
Aromatase binding + 0.6251 62.51%
PPAR gamma + 0.5548 55.48%
Honey bee toxicity - 0.8424 84.24%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9852 98.52%

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
CHEMBL1951 P21397 Monoamine oxidase A 98.89% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.72% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.82% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.44% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.79% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.46% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.34% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.24% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.85% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 84.38% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.69% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.07% 96.21%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.42% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.11% 90.71%
CHEMBL2535 P11166 Glucose transporter 80.78% 98.75%

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.
There are no matching plants.

Cross-Links

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PubChem 3032411
LOTUS LTS0156003
wikiData Q104399050