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2-[[(5S,6S)-5-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid

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 554ab205-2ddc-4e5f-923d-620ca4833f83
Taxonomy Benzenoids > Naphthacenes > Tetracenequinones
IUPAC Name 2-[[(5S,6S)-5-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C3=CC4=C(C(=C3C5=C2C=C(C(=C5O)C(=O)NC(C)C(=O)O)C)O)C(=O)C6=C(C4=O)C(=CC(=C6)OC)O)O)O)OC7C(C(C(CO7)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](C3=CC4=C(C(=C3C5=C2C=C(C(=C5O)C(=O)NC(C)C(=O)O)C)O)C(=O)C6=C(C4=O)C(=CC(=C6)OC)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O
InChI InChI=1S/C39H41NO19/c1-10-5-17-23(30(48)20(10)36(52)40-11(2)37(53)54)22-15(8-16-24(31(22)49)27(45)14-6-13(55-4)7-18(41)21(14)26(16)44)28(46)34(17)58-39-33(51)35(25(43)12(3)57-39)59-38-32(50)29(47)19(42)9-56-38/h5-8,11-12,19,25,28-29,32-35,38-39,41-43,46-51H,9H2,1-4H3,(H,40,52)(H,53,54)/t11?,12-,19-,25+,28+,29+,32-,33-,34+,35+,38+,39+/m1/s1
InChI Key GOYUMGXIFMGKFN-FWFMMWRZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H41NO19
Molecular Weight 827.70 g/mol
Exact Mass 827.22727808 g/mol
Topological Polar Surface Area (TPSA) 329.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.84
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 8

Synonyms

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CHEMBL4748476
2-[[(5S,6S)-5-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid
C06788
Q27105926

2D Structure

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2D Structure of 2-[[(5S,6S)-5-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7438 74.38%
Caco-2 - 0.8797 87.97%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Nucleus 0.4646 46.46%
OATP2B1 inhibitior - 0.6956 69.56%
OATP1B1 inhibitior + 0.8413 84.13%
OATP1B3 inhibitior + 0.9421 94.21%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8423 84.23%
P-glycoprotein inhibitior + 0.6697 66.97%
P-glycoprotein substrate + 0.6698 66.98%
CYP3A4 substrate + 0.7055 70.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8696 86.96%
CYP3A4 inhibition - 0.9278 92.78%
CYP2C9 inhibition - 0.9269 92.69%
CYP2C19 inhibition - 0.9597 95.97%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.7901 79.01%
CYP2C8 inhibition + 0.6214 62.14%
CYP inhibitory promiscuity - 0.9522 95.22%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6074 60.74%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9103 91.03%
Skin irritation - 0.8479 84.79%
Skin corrosion - 0.9564 95.64%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6967 69.67%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5837 58.37%
skin sensitisation - 0.9102 91.02%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8937 89.37%
Acute Oral Toxicity (c) III 0.7074 70.74%
Estrogen receptor binding + 0.8174 81.74%
Androgen receptor binding + 0.5881 58.81%
Thyroid receptor binding + 0.5523 55.23%
Glucocorticoid receptor binding + 0.6592 65.92%
Aromatase binding + 0.5651 56.51%
PPAR gamma + 0.7369 73.69%
Honey bee toxicity - 0.7448 74.48%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5048 50.48%
Fish aquatic toxicity - 0.5053 50.53%

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 99.19% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.27% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.97% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.95% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.30% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.31% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.65% 90.71%
CHEMBL4208 P20618 Proteasome component C5 93.28% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 93.11% 91.07%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.28% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.72% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.67% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 91.37% 91.19%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.30% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 90.62% 94.73%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.44% 93.40%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.24% 99.23%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.72% 85.31%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.06% 94.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 86.14% 87.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.43% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.14% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.95% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.89% 100.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.77% 81.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.63% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.24% 97.14%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 83.17% 92.68%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.25% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.15% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.01% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.88% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.23% 96.90%

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 441182
LOTUS LTS0156265
wikiData Q27105926