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(1S,3S,4aS,10aR)-7-hydroxy-1,3-dimethyl-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,10a-tetrahydro-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 d4c3ec12-b233-4ba2-ba25-5f1fc96ee713
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
IUPAC Name (1S,3S,4aS,10aR)-7-hydroxy-1,3-dimethyl-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,10a-tetrahydro-1H-benzo[g]isochromene-5,10-dione
SMILES (Canonical) CC1CC2C(C(O1)C)C(=O)C3=C(C2=O)C=C(C=C3OC4C(C(C(C(O4)CO)O)O)O)O
SMILES (Isomeric) C[C@H]1C[C@H]2[C@H]([C@@H](O1)C)C(=O)C3=C(C2=O)C=C(C=C3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
InChI InChI=1S/C21H26O10/c1-7-3-10-14(8(2)29-7)18(26)15-11(16(10)24)4-9(23)5-12(15)30-21-20(28)19(27)17(25)13(6-22)31-21/h4-5,7-8,10,13-14,17,19-23,25,27-28H,3,6H2,1-2H3/t7-,8-,10-,13+,14-,17+,19-,20+,21+/m0/s1
InChI Key VPSJGKDVWGWCNE-FAVBOJATSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H26O10
Molecular Weight 438.40 g/mol
Exact Mass 438.15259702 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.62
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3S,4aS,10aR)-7-hydroxy-1,3-dimethyl-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,10a-tetrahydro-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 - 0.6351 63.51%
Caco-2 - 0.8667 86.67%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6012 60.12%
OATP2B1 inhibitior - 0.8553 85.53%
OATP1B1 inhibitior + 0.8289 82.89%
OATP1B3 inhibitior + 0.9420 94.20%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.9650 96.50%
P-glycoprotein inhibitior - 0.7693 76.93%
P-glycoprotein substrate - 0.7465 74.65%
CYP3A4 substrate + 0.6165 61.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8505 85.05%
CYP3A4 inhibition - 0.8879 88.79%
CYP2C9 inhibition - 0.8813 88.13%
CYP2C19 inhibition - 0.9053 90.53%
CYP2D6 inhibition - 0.9588 95.88%
CYP1A2 inhibition - 0.7910 79.10%
CYP2C8 inhibition - 0.6283 62.83%
CYP inhibitory promiscuity - 0.8856 88.56%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7105 71.05%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9012 90.12%
Skin irritation - 0.8340 83.40%
Skin corrosion - 0.9554 95.54%
Ames mutagenesis - 0.5491 54.91%
Human Ether-a-go-go-Related Gene inhibition - 0.6706 67.06%
Micronuclear - 0.5441 54.41%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8818 88.18%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.5132 51.32%
Acute Oral Toxicity (c) III 0.6154 61.54%
Estrogen receptor binding + 0.6913 69.13%
Androgen receptor binding + 0.6021 60.21%
Thyroid receptor binding - 0.6129 61.29%
Glucocorticoid receptor binding + 0.6064 60.64%
Aromatase binding - 0.5599 55.99%
PPAR gamma - 0.5731 57.31%
Honey bee toxicity - 0.7935 79.35%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.5549 55.49%
Fish aquatic toxicity + 0.8784 87.84%

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 99.00% 91.11%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 95.43% 96.21%
CHEMBL2581 P07339 Cathepsin D 94.84% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 94.16% 86.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.27% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.95% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.85% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 91.13% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.79% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.53% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.41% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.91% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.61% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 85.84% 94.73%
CHEMBL4208 P20618 Proteasome component C5 85.53% 90.00%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 84.87% 98.46%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.80% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.84% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.09% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.44% 92.94%
CHEMBL1951 P21397 Monoamine oxidase A 80.16% 91.49%

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 163073638
LOTUS LTS0196946
wikiData Q105290972