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2-[1-[4-(Dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2-hydroxy-1-(oxiran-2-yl)ethyl]-11-hydroxy-5-methylnaphtho[2,3-h]chromene-4,7,12-trione

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 86d091b9-d5b3-4e63-8e89-fda3c21236be
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
IUPAC Name 2-[1-[4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2-hydroxy-1-(oxiran-2-yl)ethyl]-11-hydroxy-5-methylnaphtho[2,3-h]chromene-4,7,12-trione
SMILES (Canonical) CC1C(C(CC(O1)OC(CO)(C2CO2)C3=CC(=O)C4=C(O3)C5=C(C=C4C)C(=O)C6=C(C5=O)C(=CC=C6)O)N(C)C)O
SMILES (Isomeric) CC1C(C(CC(O1)OC(CO)(C2CO2)C3=CC(=O)C4=C(O3)C5=C(C=C4C)C(=O)C6=C(C5=O)C(=CC=C6)O)N(C)C)O
InChI InChI=1S/C30H31NO10/c1-13-8-16-25(28(37)24-15(27(16)36)6-5-7-18(24)33)29-23(13)19(34)10-20(40-29)30(12-32,21-11-38-21)41-22-9-17(31(3)4)26(35)14(2)39-22/h5-8,10,14,17,21-22,26,32-33,35H,9,11-12H2,1-4H3
InChI Key DPEJSNRXRQGSSD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H31NO10
Molecular Weight 565.60 g/mol
Exact Mass 565.19479619 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.61
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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121245-06-5
DTXSID30923733
AKOS040747650
2-Hydroxy-1-(11-hydroxy-5-methyl-4,7,12-trioxo-7,12-dihydro-4H-anthra[1,2-b]pyran-2-yl)-1-(oxiran-2-yl)ethyl 2,3,6-trideoxy-3-(dimethylamino)hexopyranoside

2D Structure

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2D Structure of 2-[1-[4-(Dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2-hydroxy-1-(oxiran-2-yl)ethyl]-11-hydroxy-5-methylnaphtho[2,3-h]chromene-4,7,12-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6079 60.79%
Caco-2 - 0.8440 84.40%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.3946 39.46%
OATP2B1 inhibitior - 0.7174 71.74%
OATP1B1 inhibitior + 0.8708 87.08%
OATP1B3 inhibitior + 0.8800 88.00%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9543 95.43%
P-glycoprotein inhibitior + 0.6334 63.34%
P-glycoprotein substrate + 0.7823 78.23%
CYP3A4 substrate + 0.7140 71.40%
CYP2C9 substrate - 0.8129 81.29%
CYP2D6 substrate - 0.8008 80.08%
CYP3A4 inhibition - 0.6419 64.19%
CYP2C9 inhibition - 0.8330 83.30%
CYP2C19 inhibition - 0.7952 79.52%
CYP2D6 inhibition - 0.8851 88.51%
CYP1A2 inhibition - 0.8085 80.85%
CYP2C8 inhibition + 0.5389 53.89%
CYP inhibitory promiscuity - 0.8685 86.85%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5692 56.92%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9298 92.98%
Skin irritation - 0.8077 80.77%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis + 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5607 56.07%
Micronuclear + 0.7000 70.00%
Hepatotoxicity + 0.5191 51.91%
skin sensitisation - 0.8666 86.66%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8433 84.33%
Acute Oral Toxicity (c) III 0.4054 40.54%
Estrogen receptor binding + 0.8806 88.06%
Androgen receptor binding + 0.7636 76.36%
Thyroid receptor binding + 0.5317 53.17%
Glucocorticoid receptor binding + 0.8315 83.15%
Aromatase binding + 0.7684 76.84%
PPAR gamma + 0.8025 80.25%
Honey bee toxicity - 0.7532 75.32%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9175 91.75%

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
CHEMBL2581 P07339 Cathepsin D 99.14% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.66% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.04% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.52% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.40% 91.11%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.09% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.02% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 94.01% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 93.85% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.89% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.79% 96.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.97% 99.15%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 88.50% 96.67%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 88.34% 93.65%
CHEMBL340 P08684 Cytochrome P450 3A4 87.72% 91.19%
CHEMBL3474 P14555 Phospholipase A2 group IIA 86.99% 94.05%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.90% 95.83%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.86% 96.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.78% 93.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.70% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.66% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.46% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.39% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.35% 95.89%
CHEMBL2535 P11166 Glucose transporter 82.20% 98.75%
CHEMBL226 P30542 Adenosine A1 receptor 81.29% 95.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.05% 97.14%

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 196765
LOTUS LTS0024904
wikiData Q104986461