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Grecocycline B

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 18483694-01d9-449a-ac99-6cf616210ed4
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
IUPAC Name (4aR,5R,6aR,12aS,12bR)-5-[(2S,5S,6S)-5-amino-6-methyloxan-2-yl]oxy-4a,8,12a,12b-tetrahydroxy-9-[(2R,5S,6S)-5-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-3-methyl-6a-sulfanyl-5,6-dihydro-4H-benzo[a]anthracene-1,7,12-trione
SMILES (Canonical) CC1C(CCC(O1)OC2CC3(C(=O)C4=C(C=CC(=C4O)C5CCC(C(O5)C)OC6CCC(C(O6)C)O)C(=O)C3(C7(C2(CC(=CC7=O)C)O)O)O)S)N
SMILES (Isomeric) C[C@H]1[C@H](CC[C@@H](O1)O[C@@H]2C[C@@]3(C(=O)C4=C(C=CC(=C4O)[C@H]5CC[C@@H]([C@@H](O5)C)O[C@H]6CC[C@@H]([C@@H](O6)C)O)C(=O)[C@]3([C@@]7([C@]2(CC(=CC7=O)C)O)O)O)S)N
InChI InChI=1S/C37H49NO13S/c1-16-13-26(40)36(45)34(44,14-16)27(51-29-11-7-22(38)17(2)48-29)15-35(52)33(43)30-21(32(42)37(35,36)46)6-5-20(31(30)41)25-10-9-24(19(4)47-25)50-28-12-8-23(39)18(3)49-28/h5-6,13,17-19,22-25,27-29,39,41,44-46,52H,7-12,14-15,38H2,1-4H3/t17-,18-,19-,22-,23-,24-,25+,27+,28-,29-,34+,35-,36+,37-/m0/s1
InChI Key UQLLTYGXVDVESM-AWUVOQCASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H49NO13S
Molecular Weight 747.80 g/mol
Exact Mass 747.29246179 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.70
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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RefChem:144398
CHEBI:208945
(4aR,5R,6aR,12aS,12bR)-5-[(2S,5S,6S)-5-amino-6-methyloxan-2-yl]oxy-4a,8,12a,12b-tetrahydroxy-9-[(2R,5S,6S)-5-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-3-methyl-6a-sulanyl-5,6-dihydro-4H-benzo[a]anthracene-1,7,12-trione

2D Structure

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2D Structure of Grecocycline B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7740 77.40%
Caco-2 - 0.8638 86.38%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Nucleus 0.7091 70.91%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.8406 84.06%
OATP1B3 inhibitior + 0.9172 91.72%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.8366 83.66%
P-glycoprotein inhibitior + 0.7218 72.18%
P-glycoprotein substrate + 0.7721 77.21%
CYP3A4 substrate + 0.7317 73.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8494 84.94%
CYP3A4 inhibition - 0.9126 91.26%
CYP2C9 inhibition - 0.7996 79.96%
CYP2C19 inhibition - 0.7120 71.20%
CYP2D6 inhibition - 0.8881 88.81%
CYP1A2 inhibition - 0.6700 67.00%
CYP2C8 inhibition + 0.7358 73.58%
CYP inhibitory promiscuity - 0.7699 76.99%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5467 54.67%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9165 91.65%
Skin irritation - 0.7337 73.37%
Skin corrosion - 0.9173 91.73%
Ames mutagenesis + 0.5730 57.30%
Human Ether-a-go-go-Related Gene inhibition + 0.6444 64.44%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.6050 60.50%
skin sensitisation - 0.8239 82.39%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.5660 56.60%
Acute Oral Toxicity (c) III 0.4378 43.78%
Estrogen receptor binding + 0.8274 82.74%
Androgen receptor binding + 0.7771 77.71%
Thyroid receptor binding + 0.5328 53.28%
Glucocorticoid receptor binding + 0.7038 70.38%
Aromatase binding + 0.6466 64.66%
PPAR gamma + 0.7279 72.79%
Honey bee toxicity - 0.7524 75.24%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.9909 99.09%

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 99.12% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.27% 97.09%
CHEMBL2581 P07339 Cathepsin D 98.06% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 96.78% 96.21%
CHEMBL1951 P21397 Monoamine oxidase A 96.55% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.56% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.82% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.39% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 91.10% 93.04%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.10% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.96% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.73% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.53% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.27% 99.23%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 89.09% 97.31%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.63% 94.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 88.48% 95.69%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.61% 90.93%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.44% 93.03%
CHEMBL259 P32245 Melanocortin receptor 4 85.38% 95.38%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.96% 97.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.66% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.40% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.33% 97.14%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.29% 96.38%
CHEMBL226 P30542 Adenosine A1 receptor 82.02% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 81.42% 94.73%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.55% 94.42%

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 46224042
LOTUS LTS0181523
wikiData Q77518062