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(1S,2R,3R,7R,8S,9S,10R,12R,14E,16S)-9-[(2S,3S,4S,6S)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-7-hydroxy-2,8,12,16-tetramethyl-10-[(E)-3-oxobut-1-enyl]-4,17-dioxabicyclo[14.1.0]heptadec-14-ene-5,13-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 129988f5-0436-4228-807f-0104a7aa601e
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
IUPAC Name (1S,2R,3R,7R,8S,9S,10R,12R,14E,16S)-9-[(2S,3S,4S,6S)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-7-hydroxy-2,8,12,16-tetramethyl-10-[(E)-3-oxobut-1-enyl]-4,17-dioxabicyclo[14.1.0]heptadec-14-ene-5,13-dione
SMILES (Canonical) CCC1C(C2C(O2)(C=CC(=O)C(CC(C(C(C(CC(=O)O1)O)C)OC3C(C(CC(O3)C)N(C)C)O)C=CC(=O)C)C)C)C
SMILES (Isomeric) CC[C@@H]1[C@H]([C@H]2[C@@](O2)(/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)C)O[C@H]3[C@H]([C@H](C[C@@H](O3)C)N(C)C)O)/C=C/C(=O)C)C)C)C
InChI InChI=1S/C33H53NO9/c1-10-27-22(6)31-33(7,43-31)14-13-25(36)18(2)15-23(12-11-19(3)35)30(21(5)26(37)17-28(38)41-27)42-32-29(39)24(34(8)9)16-20(4)40-32/h11-14,18,20-24,26-27,29-32,37,39H,10,15-17H2,1-9H3/b12-11+,14-13+/t18-,20+,21+,22-,23+,24+,26-,27-,29+,30-,31+,32+,33+/m1/s1
InChI Key GNNWPLDDEDZJFF-XGDSNQEYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H53NO9
Molecular Weight 607.80 g/mol
Exact Mass 607.37203227 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.23
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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CHEBI:224589
(1S,2R,3R,7R,8S,9S,10R,12R,14E,16S)-9-[(2S,3S,4S,6S)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-7-hydroxy-2,8,12,16-tetramethyl-10-[(E)-3-oxobut-1-enyl]-4,17-dioxabicyclo[14.1.0]heptadec-14-ene-5,13-dione

2D Structure

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2D Structure of (1S,2R,3R,7R,8S,9S,10R,12R,14E,16S)-9-[(2S,3S,4S,6S)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-7-hydroxy-2,8,12,16-tetramethyl-10-[(E)-3-oxobut-1-enyl]-4,17-dioxabicyclo[14.1.0]heptadec-14-ene-5,13-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8647 86.47%
Caco-2 - 0.8108 81.08%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Lysosomes 0.4828 48.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8436 84.36%
OATP1B3 inhibitior + 0.9200 92.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8347 83.47%
P-glycoprotein inhibitior + 0.7774 77.74%
P-glycoprotein substrate + 0.7569 75.69%
CYP3A4 substrate + 0.7143 71.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8626 86.26%
CYP3A4 inhibition - 0.7882 78.82%
CYP2C9 inhibition - 0.8844 88.44%
CYP2C19 inhibition - 0.8825 88.25%
CYP2D6 inhibition - 0.9170 91.70%
CYP1A2 inhibition - 0.8828 88.28%
CYP2C8 inhibition + 0.4878 48.78%
CYP inhibitory promiscuity - 0.9821 98.21%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5368 53.68%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.9328 93.28%
Skin irritation - 0.7635 76.35%
Skin corrosion - 0.9145 91.45%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4833 48.33%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.7875 78.75%
skin sensitisation - 0.8558 85.58%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6892 68.92%
Acute Oral Toxicity (c) IV 0.4265 42.65%
Estrogen receptor binding + 0.8041 80.41%
Androgen receptor binding + 0.5896 58.96%
Thyroid receptor binding - 0.5998 59.98%
Glucocorticoid receptor binding + 0.7158 71.58%
Aromatase binding + 0.5715 57.15%
PPAR gamma + 0.6766 67.66%
Honey bee toxicity - 0.6210 62.10%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.6911 69.11%

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 98.25% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.93% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.63% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.24% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.22% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.13% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 87.45% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.58% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.81% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.66% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.65% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.16% 95.56%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.34% 89.34%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.32% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 82.06% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.93% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.14% 99.17%

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 139589256
LOTUS LTS0151750
wikiData Q105012976