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(1R,3R,4R)-4-hydroxy-1,3-dimethyl-9-[(1R,3R,4R)-4,7,8,9,10-pentahydroxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-6-yl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione

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 15388040-bab5-4806-a8c7-af7892e93776
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
IUPAC Name (1R,3R,4R)-4-hydroxy-1,3-dimethyl-9-[(1R,3R,4R)-4,7,8,9,10-pentahydroxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-6-yl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H38O16/c1-9-19-17(25(38)11(3)49-9)7-15-21(31(44)34(47)32(45)23(15)29(19)42)14-5-13(51-36-35(48)33(46)28(41)18(8-37)52-36)6-16-22(14)30(43)20-10(2)50-12(4)26(39)24(20)27(16)40/h5-7,9-12,18,25-26,28,33,35-39,41-42,44-48H,8H2,1-4H3/t9-,10-,11-,12-,18-,25+,26+,28-,33+,35-,36-/m1/s1
InChI Key UQUDEQGZUGHDQG-RYOYNSFZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H38O16
Molecular Weight 726.70 g/mol
Exact Mass 726.21598512 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.86
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3R,4R)-4-hydroxy-1,3-dimethyl-9-[(1R,3R,4R)-4,7,8,9,10-pentahydroxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-6-yl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7323 73.23%
Caco-2 - 0.8799 87.99%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7033 70.33%
OATP2B1 inhibitior - 0.7067 70.67%
OATP1B1 inhibitior + 0.7841 78.41%
OATP1B3 inhibitior + 0.9425 94.25%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6664 66.64%
P-glycoprotein inhibitior + 0.5997 59.97%
P-glycoprotein substrate - 0.5092 50.92%
CYP3A4 substrate + 0.6801 68.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8597 85.97%
CYP3A4 inhibition - 0.8983 89.83%
CYP2C9 inhibition - 0.7340 73.40%
CYP2C19 inhibition - 0.8245 82.45%
CYP2D6 inhibition - 0.9179 91.79%
CYP1A2 inhibition - 0.8213 82.13%
CYP2C8 inhibition + 0.6184 61.84%
CYP inhibitory promiscuity - 0.6497 64.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6510 65.10%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8997 89.97%
Skin irritation - 0.7906 79.06%
Skin corrosion - 0.9495 94.95%
Ames mutagenesis + 0.6426 64.26%
Human Ether-a-go-go-Related Gene inhibition + 0.7283 72.83%
Micronuclear + 0.6133 61.33%
Hepatotoxicity - 0.7823 78.23%
skin sensitisation - 0.8720 87.20%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8377 83.77%
Acute Oral Toxicity (c) III 0.4766 47.66%
Estrogen receptor binding + 0.7627 76.27%
Androgen receptor binding + 0.5830 58.30%
Thyroid receptor binding - 0.5284 52.84%
Glucocorticoid receptor binding + 0.6309 63.09%
Aromatase binding - 0.4891 48.91%
PPAR gamma + 0.5742 57.42%
Honey bee toxicity - 0.7063 70.63%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9722 97.22%

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 99.25% 91.49%
CHEMBL2581 P07339 Cathepsin D 98.89% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.81% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.93% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.96% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.72% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.07% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.76% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.31% 94.00%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 87.15% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 87.09% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.20% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.79% 99.17%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 84.14% 98.46%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.27% 94.42%
CHEMBL226 P30542 Adenosine A1 receptor 82.48% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.96% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.08% 96.21%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163190998
LOTUS LTS0121583
wikiData Q105277459