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[6-[(4R)-2-[(4S)-4-[(4E,6E,11S,12R,13R,14E,16Z)-10,12-dihydroxy-3,17-dimethoxy-7,9,11,13,15-pentamethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate

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 aa3aad7d-ed98-432f-81e0-fb3b799fcc73
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name [6-[(4R)-2-[(4S)-4-[(4E,6E,11S,12R,13R,14E,16Z)-10,12-dihydroxy-3,17-dimethoxy-7,9,11,13,15-pentamethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C45H73NO14/c1-13-15-33-27(6)36(57-37-21-32(47)42(31(10)56-37)59-44(46)52)22-45(53,60-33)30(9)40(50)29(8)41-34(54-11)17-14-16-23(2)18-25(4)38(48)28(7)39(49)26(5)19-24(3)20-35(55-12)43(51)58-41/h13-17,19-20,25-34,36-42,47-50,53H,18,21-22H2,1-12H3,(H2,46,52)/b15-13+,17-14+,23-16+,24-19+,35-20-/t25?,26-,27?,28+,29+,30?,31?,32?,33?,34?,36-,37?,38?,39-,40?,41?,42?,45?/m1/s1
InChI Key AQXXGIBOZQZSAT-PJGWWKFTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H73NO14
Molecular Weight 852.10 g/mol
Exact Mass 851.50310600 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 4.59
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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Concanamycin A,8-deethyl-8-methyl-
81552-33-2
MCH 210
NSC670977
NSC-670977
[6-[(4R)-2-[(4S)-4-[(4E,6E,11S,12R,13R,14E,16Z)-10,12-dihydroxy-3,17-dimethoxy-7,9,11,13,15-pentamethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate
Oxacyclooctadeca-3,13,15-tetraen-2-one, 18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(aminocarbonyl)- 2,6-dideoxy-.beta.-D-arabino-hexopyranosyl]oxy]tetrahydro- 2-hydroxy-5-methyl-6-(1E)-1-propenyl-2H-pyran-2-yl]- 2-hydroxy-1-methylbutyl]-8,10-dihydroxy-3,17-dimethoxy- 5,7,9,11,13-pentamethyl-, (3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-

2D Structure

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2D Structure of [6-[(4R)-2-[(4S)-4-[(4E,6E,11S,12R,13R,14E,16Z)-10,12-dihydroxy-3,17-dimethoxy-7,9,11,13,15-pentamethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7134 71.34%
Caco-2 - 0.8664 86.64%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.3641 36.41%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.8222 82.22%
OATP1B3 inhibitior + 0.9328 93.28%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9333 93.33%
P-glycoprotein inhibitior + 0.7467 74.67%
P-glycoprotein substrate + 0.8465 84.65%
CYP3A4 substrate + 0.7335 73.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.8555 85.55%
CYP2C9 inhibition - 0.8530 85.30%
CYP2C19 inhibition - 0.8402 84.02%
CYP2D6 inhibition - 0.9034 90.34%
CYP1A2 inhibition - 0.8653 86.53%
CYP2C8 inhibition + 0.7461 74.61%
CYP inhibitory promiscuity - 0.9208 92.08%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9428 94.28%
Carcinogenicity (trinary) Non-required 0.5103 51.03%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.7465 74.65%
Skin corrosion - 0.9313 93.13%
Ames mutagenesis - 0.5370 53.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7419 74.19%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.5665 56.65%
skin sensitisation - 0.8589 85.89%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8131 81.31%
Acute Oral Toxicity (c) III 0.4851 48.51%
Estrogen receptor binding + 0.7759 77.59%
Androgen receptor binding + 0.6108 61.08%
Thyroid receptor binding + 0.5737 57.37%
Glucocorticoid receptor binding + 0.7827 78.27%
Aromatase binding + 0.5400 54.00%
PPAR gamma + 0.7820 78.20%
Honey bee toxicity - 0.5813 58.13%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.8670 86.70%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.90% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.75% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.97% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.85% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.67% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.63% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.97% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.71% 96.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.07% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 88.35% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.35% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.33% 96.77%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.56% 97.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.52% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.39% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.87% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.44% 96.47%
CHEMBL5028 O14672 ADAM10 85.39% 97.50%
CHEMBL2535 P11166 Glucose transporter 84.87% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.85% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.57% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.43% 95.50%
CHEMBL4208 P20618 Proteasome component C5 84.12% 90.00%
CHEMBL1902 P62942 FK506-binding protein 1A 83.87% 97.05%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.43% 97.36%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.35% 97.21%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.28% 93.56%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 83.22% 83.57%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.56% 93.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.17% 92.94%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.11% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.06% 90.17%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.02% 100.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.99% 97.31%
CHEMBL226 P30542 Adenosine A1 receptor 80.79% 95.93%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.73% 93.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.08% 100.00%

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 5468506
LOTUS LTS0125940
wikiData Q105096688