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2-[(Z)-but-2-en-2-yl]-10-[(2S,4S,5S,6S)-4-(dimethylamino)-5-hydroxy-4,6-dimethyloxan-2-yl]-8-[(2R,4S,5S,6R)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-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 b2b0d6bd-e7fd-43e0-9934-891f66af7e2a
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 2-[(Z)-but-2-en-2-yl]-10-[(2S,4S,5S,6S)-4-(dimethylamino)-5-hydroxy-4,6-dimethyloxan-2-yl]-8-[(2R,4S,5S,6R)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-11-hydroxy-5-methylnaphtho[2,3-h]chromene-4,7,12-trione
SMILES (Canonical) CC=C(C)C1=CC(=O)C2=C(O1)C3=C(C=C2C)C(=O)C4=C(C3=O)C(=C(C=C4C5CC(C(C(O5)C)O)N(C)C)C6CC(C(C(O6)C)O)(C)N(C)C)O
SMILES (Isomeric) C/C=C(/C)\C1=CC(=O)C2=C(O1)C3=C(C=C2C)C(=O)C4=C(C3=O)C(=C(C=C4[C@H]5C[C@@H]([C@@H]([C@H](O5)C)O)N(C)C)[C@@H]6C[C@]([C@@H]([C@@H](O6)C)O)(C)N(C)C)O
InChI InChI=1S/C39H48N2O9/c1-11-17(2)26-15-25(42)29-18(3)12-23-31(37(29)50-26)36(46)32-30(35(23)45)21(27-14-24(40(7)8)33(43)19(4)48-27)13-22(34(32)44)28-16-39(6,41(9)10)38(47)20(5)49-28/h11-13,15,19-20,24,27-28,33,38,43-44,47H,14,16H2,1-10H3/b17-11-/t19-,20+,24+,27-,28+,33-,38-,39+/m1/s1
InChI Key MFTJRTUKCOVIMD-AGLFGZBSSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C39H48N2O9
Molecular Weight 688.80 g/mol
Exact Mass 688.33598111 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.68
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(Z)-but-2-en-2-yl]-10-[(2S,4S,5S,6S)-4-(dimethylamino)-5-hydroxy-4,6-dimethyloxan-2-yl]-8-[(2R,4S,5S,6R)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-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 + 0.9570 95.70%
Caco-2 - 0.8204 82.04%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.4580 45.80%
OATP2B1 inhibitior - 0.5684 56.84%
OATP1B1 inhibitior + 0.8099 80.99%
OATP1B3 inhibitior + 0.9380 93.80%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9689 96.89%
P-glycoprotein inhibitior + 0.7858 78.58%
P-glycoprotein substrate + 0.9343 93.43%
CYP3A4 substrate + 0.7102 71.02%
CYP2C9 substrate + 0.5981 59.81%
CYP2D6 substrate - 0.7283 72.83%
CYP3A4 inhibition - 0.8036 80.36%
CYP2C9 inhibition - 0.7467 74.67%
CYP2C19 inhibition - 0.7348 73.48%
CYP2D6 inhibition - 0.8077 80.77%
CYP1A2 inhibition - 0.6495 64.95%
CYP2C8 inhibition + 0.5819 58.19%
CYP inhibitory promiscuity - 0.7671 76.71%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5224 52.24%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9135 91.35%
Skin irritation - 0.7777 77.77%
Skin corrosion - 0.9200 92.00%
Ames mutagenesis + 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5650 56.50%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.5638 56.38%
skin sensitisation - 0.8559 85.59%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8710 87.10%
Acute Oral Toxicity (c) III 0.6002 60.02%
Estrogen receptor binding + 0.8174 81.74%
Androgen receptor binding + 0.7266 72.66%
Thyroid receptor binding + 0.5490 54.90%
Glucocorticoid receptor binding + 0.8039 80.39%
Aromatase binding + 0.6671 66.71%
PPAR gamma + 0.7922 79.22%
Honey bee toxicity - 0.6797 67.97%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9647 96.47%

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 99.39% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 99.18% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 98.20% 89.34%
CHEMBL2581 P07339 Cathepsin D 97.79% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 95.22% 96.21%
CHEMBL1951 P21397 Monoamine oxidase A 93.89% 91.49%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 92.96% 85.11%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 92.80% 95.64%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 89.07% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.94% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.77% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.61% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.32% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.94% 99.23%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 86.81% 94.42%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.03% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.44% 100.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.13% 91.38%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.05% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 84.68% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.30% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.87% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.86% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.18% 91.07%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.63% 98.46%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.07% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.00% 99.15%

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 102058011
LOTUS LTS0275937
wikiData Q105162998