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(2R,3S,4R,6R)-3-Hydroxy-6-[(11R,15R,17R)-4-hydroxy-17-methyl-2,9,13-trioxo-12,16-dioxatetracyclo[8.7.0.03,8.011,15]heptadeca-1(10),3,5,7-tetraen-7-yl]-N,N,2-trimethyloxan-4-amine oxide

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 8a61d6e9-fb30-4570-b670-438d1ecf70b1
Taxonomy Phenylpropanoids and polyketides > Isochromanequinones > Benzoisochromanequinones
IUPAC Name (2R,3S,4R,6R)-3-hydroxy-6-[(11R,15R,17R)-4-hydroxy-17-methyl-2,9,13-trioxo-12,16-dioxatetracyclo[8.7.0.03,8.011,15]heptadeca-1(10),3,5,7-tetraen-7-yl]-N,N,2-trimethyloxan-4-amine oxide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H27NO9/c1-9-17-20(24-15(32-9)8-16(27)34-24)23(30)18-11(5-6-13(26)19(18)22(17)29)14-7-12(25(3,4)31)21(28)10(2)33-14/h5-6,9-10,12,14-15,21,24,26,28H,7-8H2,1-4H3/t9-,10-,12-,14-,15-,21-,24+/m1/s1
InChI Key AFVFOGCWMMKRCH-HNWASVEASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H27NO9
Molecular Weight 473.50 g/mol
Exact Mass 473.16858144 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.32
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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160492-65-9
DTXSID70166889
(2R,3S,4R,6R)-3-Hydroxy-6-[(11R,15R,17R)-4-hydroxy-17-methyl-2,9,13-trioxo-12,16-dioxatetracyclo[8.7.0.03,8.011,15]heptadeca-1(10),3,5,7-tetraen-7-yl]-N,N,2-trimethyloxan-4-amine oxide
2H-Furo(3,2-b)naphtho(2,3-d)pyran-2,6,11-trione, 3,3a,5,11b-tetrahydro-7-hydroxy-5-methyl-10-(2,3,6-trideoxy-3-(dimethyloxidoamino)-beta-D-arabino-hexopyranosyl)-, (3aR-(3aalpha,5alpha,11balpha))-
2H-Furo(3,2-b)naphtho(2,3-d)pyran-2,6,11-trione, 3,3a,5,11b-tetrahydro-7-hydroxy-5-methyl-8-(2,3,6-trideoxy-3-(dimethylamino)-beta-D-arabino-hexopyranosyl)-, N-oxide, (3aR,5R,11bR)-
2H-Furo(3,2-b)naphtho(2,3-d)pyran-2,6,11-trione, 3,3a,5,11b-tetrahydro-7-hydroxy-5-methyl-8-(2,3,6-trideoxy-3-(dimethylamino)-beta-D-arabino-hexopyranosyl)-, N-oxide, (3aR-(3aalpha,5alpha,11balpha))-

2D Structure

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2D Structure of (2R,3S,4R,6R)-3-Hydroxy-6-[(11R,15R,17R)-4-hydroxy-17-methyl-2,9,13-trioxo-12,16-dioxatetracyclo[8.7.0.03,8.011,15]heptadeca-1(10),3,5,7-tetraen-7-yl]-N,N,2-trimethyloxan-4-amine oxide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7359 73.59%
Caco-2 - 0.7101 71.01%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4871 48.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8811 88.11%
OATP1B3 inhibitior + 0.9284 92.84%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6261 62.61%
P-glycoprotein inhibitior - 0.5653 56.53%
P-glycoprotein substrate - 0.6185 61.85%
CYP3A4 substrate + 0.6215 62.15%
CYP2C9 substrate - 0.5734 57.34%
CYP2D6 substrate - 0.8719 87.19%
CYP3A4 inhibition + 0.5131 51.31%
CYP2C9 inhibition - 0.6821 68.21%
CYP2C19 inhibition - 0.6503 65.03%
CYP2D6 inhibition - 0.8353 83.53%
CYP1A2 inhibition - 0.6671 66.71%
CYP2C8 inhibition + 0.4687 46.87%
CYP inhibitory promiscuity - 0.8245 82.45%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Danger 0.4230 42.30%
Eye corrosion - 0.9797 97.97%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.7581 75.81%
Skin corrosion - 0.9173 91.73%
Ames mutagenesis + 0.7163 71.63%
Human Ether-a-go-go-Related Gene inhibition - 0.7030 70.30%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.5157 51.57%
skin sensitisation - 0.8278 82.78%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5818 58.18%
Acute Oral Toxicity (c) III 0.5733 57.33%
Estrogen receptor binding + 0.6965 69.65%
Androgen receptor binding + 0.7040 70.40%
Thyroid receptor binding - 0.5435 54.35%
Glucocorticoid receptor binding + 0.7500 75.00%
Aromatase binding + 0.5362 53.62%
PPAR gamma + 0.6217 62.17%
Honey bee toxicity - 0.8770 87.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9625 96.25%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.74% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.28% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.16% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.00% 91.11%
CHEMBL3038469 P24941 CDK2/Cyclin A 93.18% 91.38%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 92.43% 93.03%
CHEMBL3401 O75469 Pregnane X receptor 90.07% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.34% 89.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.89% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.43% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.39% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.29% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.42% 93.56%
CHEMBL1951 P21397 Monoamine oxidase A 84.15% 91.49%
CHEMBL301 P24941 Cyclin-dependent kinase 2 83.69% 91.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.37% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.84% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.78% 92.88%

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 157800
LOTUS LTS0107939
wikiData Q83036168