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Demethylmacrocin

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 b02cf3e8-7fe1-4861-961c-ee3fd1c06f96
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
IUPAC Name 2-[(4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-5,9,13-trimethyl-2,10-dioxo-15-[[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H73NO17/c1-11-31-28(20-56-42-38(53)37(52)35(50)24(5)58-42)16-21(2)12-13-29(47)22(3)17-27(14-15-46)39(23(4)30(48)18-32(49)60-31)62-43-36(51)34(45(9)10)40(25(6)59-43)61-33-19-44(8,55)41(54)26(7)57-33/h12-13,15-16,22-28,30-31,33-43,48,50-55H,11,14,17-20H2,1-10H3/b13-12+,21-16+/t22-,23+,24-,25-,26+,27+,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40-,41+,42-,43+,44-/m1/s1
InChI Key ALZAOGATQMXJKX-UQRCBBHQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H73NO17
Molecular Weight 888.00 g/mol
Exact Mass 887.48784986 g/mol
Topological Polar Surface Area (TPSA) 261.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.53
H-Bond Acceptor 18
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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2'''-O-Demethyllactenocin
[(2R,3R,4E,6E,9R,11R,12S,13S,14R)-12-[3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-alpha-L-ribo-hexopyranosyl)-3-(dimethylamino)-beta-D-glucopyranosyloxy]-2-ethyl-14-hydroxy-5,9,13-trimethyl-8,16-dioxo-11-(2-oxoethyl)oxacyclohexadeca-4,6-dien-3-yl]methyl 6-deoxy-beta-D-allopyranoside
C02400
SCHEMBL638744
CHEBI:15906
2-[(4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-5,9,13-trimethyl-2,10-dioxo-15-[[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
Q27098292

2D Structure

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2D Structure of Demethylmacrocin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5086 50.86%
Caco-2 - 0.8707 87.07%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.5677 56.77%
OATP2B1 inhibitior - 0.8650 86.50%
OATP1B1 inhibitior + 0.9090 90.90%
OATP1B3 inhibitior + 0.9211 92.11%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9573 95.73%
P-glycoprotein inhibitior + 0.7422 74.22%
P-glycoprotein substrate + 0.7996 79.96%
CYP3A4 substrate + 0.7175 71.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8768 87.68%
CYP3A4 inhibition - 0.8364 83.64%
CYP2C9 inhibition - 0.8814 88.14%
CYP2C19 inhibition - 0.8757 87.57%
CYP2D6 inhibition - 0.9145 91.45%
CYP1A2 inhibition - 0.8918 89.18%
CYP2C8 inhibition + 0.6699 66.99%
CYP inhibitory promiscuity - 0.9490 94.90%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5286 52.86%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9096 90.96%
Skin irritation - 0.7580 75.80%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.6037 60.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7754 77.54%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.6094 60.94%
skin sensitisation - 0.8595 85.95%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8304 83.04%
Acute Oral Toxicity (c) III 0.7873 78.73%
Estrogen receptor binding + 0.6847 68.47%
Androgen receptor binding + 0.6541 65.41%
Thyroid receptor binding + 0.5884 58.84%
Glucocorticoid receptor binding + 0.7432 74.32%
Aromatase binding - 0.5641 56.41%
PPAR gamma + 0.7968 79.68%
Honey bee toxicity - 0.6167 61.67%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9428 94.28%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.52% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.21% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.15% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.27% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.85% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.47% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.00% 97.36%
CHEMBL1951 P21397 Monoamine oxidase A 90.13% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.51% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 88.96% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.00% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 87.28% 82.38%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.98% 90.08%
CHEMBL3401 O75469 Pregnane X receptor 85.94% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.11% 95.89%
CHEMBL4105838 Q96GG9 DCN1-like protein 1 84.94% 95.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.65% 96.90%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.42% 83.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.56% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.36% 94.00%

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.
Salvia regla

Cross-Links

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PubChem 5280512
LOTUS LTS0051630
wikiData Q105287006