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4-[[4-(Dimethylamino)-5-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]methyl]-1-[4-(dimethylamino)-5-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-ethyl-3,5,10,12-tetrahydroxy-1,4-dihydronaphtho[2,3-g]isochromene-6,11-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 9302663b-1126-452f-9953-50aeda48055b
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
IUPAC Name 4-[[4-(dimethylamino)-5-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]methyl]-1-[4-(dimethylamino)-5-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-ethyl-3,5,10,12-tetrahydroxy-1,4-dihydronaphtho[2,3-g]isochromene-6,11-dione
SMILES (Canonical) CCC1(C(C2=C(C(O1)OC3CC(C(C(O3)C)OC4CC(C(C(O4)C)OC5CCC(C(O5)C)O)O)N(C)C)C(=C6C(=C2O)C(=O)C7=C(C6=O)C(=CC=C7)O)O)CC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1CCC(C(O1)C)O)O)N(C)C)O
SMILES (Isomeric) CCC1(C(C2=C(C(O1)OC3CC(C(C(O3)C)OC4CC(C(C(O4)C)OC5CCC(C(O5)C)O)O)N(C)C)C(=C6C(=C2O)C(=O)C7=C(C6=O)C(=CC=C7)O)O)CC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1CCC(C(O1)C)O)O)N(C)C)O
InChI InChI=1S/C60H88N2O22/c1-12-60(72)33(20-31-21-34(61(8)9)55(27(4)73-31)81-44-23-39(66)57(29(6)77-44)79-41-18-16-36(63)25(2)74-41)47-50(54(71)49-48(53(47)70)51(68)32-14-13-15-38(65)46(32)52(49)69)59(84-60)83-43-22-35(62(10)11)56(28(5)76-43)82-45-24-40(67)58(30(7)78-45)80-42-19-17-37(64)26(3)75-42/h13-15,25-31,33-37,39-45,55-59,63-67,70-72H,12,16-24H2,1-11H3
InChI Key OFMBTYXTQRCWOF-UHFFFAOYSA-N
Popularity 8 references in papers

Physical and Chemical Properties

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Molecular Formula C60H88N2O22
Molecular Weight 1189.30 g/mol
Exact Mass 1188.58287244 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.67
H-Bond Acceptor 24
H-Bond Donor 8
Rotatable Bonds 15

Synonyms

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4-[[4-(dimethylamino)-5-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]methyl]-1-[4-(dimethylamino)-5-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-ethyl-3,5,10,12-tetrahydroxy-1,4-dihydronaphtho[2,3-g]isochromene-6,11-dione
5,12-Naphthacenedione, 8-ethyl-7,8,9,10-tetrahydro-1,6,8,11-tetrahydroxy-7,10-bis((2,3,6-trideoxy-4-O-(2,6-dideoxy-4-O-((2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)-alpha-L-lyxo-hexopyranosyl)-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-, (7R,8R,10S)-

2D Structure

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2D Structure of 4-[[4-(Dimethylamino)-5-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]methyl]-1-[4-(dimethylamino)-5-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-ethyl-3,5,10,12-tetrahydroxy-1,4-dihydronaphtho[2,3-g]isochromene-6,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5719 57.19%
Caco-2 - 0.8618 86.18%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5583 55.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8546 85.46%
OATP1B3 inhibitior + 0.9134 91.34%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8943 89.43%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.8149 81.49%
CYP3A4 substrate + 0.7203 72.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7958 79.58%
CYP3A4 inhibition - 0.7967 79.67%
CYP2C9 inhibition - 0.8811 88.11%
CYP2C19 inhibition - 0.8544 85.44%
CYP2D6 inhibition - 0.8471 84.71%
CYP1A2 inhibition - 0.7508 75.08%
CYP2C8 inhibition + 0.5346 53.46%
CYP inhibitory promiscuity - 0.8999 89.99%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5953 59.53%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8982 89.82%
Skin irritation - 0.8005 80.05%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis + 0.9076 90.76%
Human Ether-a-go-go-Related Gene inhibition + 0.7184 71.84%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.5785 57.85%
skin sensitisation - 0.8997 89.97%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8053 80.53%
Acute Oral Toxicity (c) III 0.4465 44.65%
Estrogen receptor binding + 0.8302 83.02%
Androgen receptor binding + 0.7637 76.37%
Thyroid receptor binding + 0.6421 64.21%
Glucocorticoid receptor binding + 0.8296 82.96%
Aromatase binding + 0.6616 66.16%
PPAR gamma + 0.8546 85.46%
Honey bee toxicity - 0.7257 72.57%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9139 91.39%

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 99.31% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.07% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.91% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.14% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.14% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.60% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.25% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.96% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.21% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.60% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.80% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 88.17% 97.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.86% 96.38%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.61% 83.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.84% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 86.14% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.74% 100.00%
CHEMBL1914 P06276 Butyrylcholinesterase 85.13% 95.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.37% 95.93%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 84.16% 96.37%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.92% 92.62%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.16% 96.67%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.16% 85.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.75% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 81.47% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.30% 97.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.00% 93.03%

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 125715
LOTUS LTS0048107
wikiData Q105191245