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3-[[(Z)-7-[(1S,3S,5S,7R)-3,9-dimethyl-2-oxatricyclo[3.3.1.03,7]nonan-5-yl]-4,4-dimethyl-5-oxohept-6-enoyl]amino]-2-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoic 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 5bfbc2ad-a9eb-47f9-ad32-288ee33de891
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 3-[[(Z)-7-[(1S,3S,5S,7R)-3,9-dimethyl-2-oxatricyclo[3.3.1.03,7]nonan-5-yl]-4,4-dimethyl-5-oxohept-6-enoyl]amino]-2-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoic acid
SMILES (Canonical) CC1C2CC3CC1(CC3(O2)C)C=CC(=O)C(C)(C)CCC(=O)NC4=C(C=CC(=C4O)C(=O)O)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) CC1[C@@H]2C[C@H]3C[C@]1(C[C@@]3(O2)C)/C=C\C(=O)C(C)(C)CCC(=O)NC4=C(C=CC(=C4O)C(=O)O)OC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C32H43NO12/c1-15-19-11-16-12-32(15,14-31(16,4)45-19)10-7-21(35)30(2,3)9-8-22(36)33-23-18(6-5-17(24(23)37)28(41)42)43-29-27(40)26(39)25(38)20(13-34)44-29/h5-7,10,15-16,19-20,25-27,29,34,37-40H,8-9,11-14H2,1-4H3,(H,33,36)(H,41,42)/b10-7-/t15?,16-,19-,20?,25?,26?,27?,29?,31-,32-/m0/s1
InChI Key KCHCAIIUDKUUHR-LYOHWIDTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H43NO12
Molecular Weight 633.70 g/mol
Exact Mass 633.27852581 g/mol
Topological Polar Surface Area (TPSA) 212.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.73
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(Z)-7-[(1S,3S,5S,7R)-3,9-dimethyl-2-oxatricyclo[3.3.1.03,7]nonan-5-yl]-4,4-dimethyl-5-oxohept-6-enoyl]amino]-2-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8000 80.00%
Caco-2 - 0.8771 87.71%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5490 54.90%
OATP2B1 inhibitior - 0.8543 85.43%
OATP1B1 inhibitior + 0.8187 81.87%
OATP1B3 inhibitior + 0.9088 90.88%
MATE1 inhibitior - 0.9046 90.46%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.4863 48.63%
P-glycoprotein inhibitior + 0.6900 69.00%
P-glycoprotein substrate + 0.6615 66.15%
CYP3A4 substrate + 0.7033 70.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8747 87.47%
CYP3A4 inhibition - 0.8278 82.78%
CYP2C9 inhibition - 0.8277 82.77%
CYP2C19 inhibition - 0.8229 82.29%
CYP2D6 inhibition - 0.9142 91.42%
CYP1A2 inhibition - 0.8911 89.11%
CYP2C8 inhibition + 0.7894 78.94%
CYP inhibitory promiscuity - 0.7009 70.09%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5817 58.17%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9266 92.66%
Skin irritation - 0.7524 75.24%
Skin corrosion - 0.9319 93.19%
Ames mutagenesis - 0.5123 51.23%
Human Ether-a-go-go-Related Gene inhibition - 0.4126 41.26%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.5948 59.48%
skin sensitisation - 0.8514 85.14%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8647 86.47%
Acute Oral Toxicity (c) III 0.6542 65.42%
Estrogen receptor binding + 0.8215 82.15%
Androgen receptor binding + 0.6743 67.43%
Thyroid receptor binding - 0.5221 52.21%
Glucocorticoid receptor binding + 0.7090 70.90%
Aromatase binding + 0.7047 70.47%
PPAR gamma + 0.6793 67.93%
Honey bee toxicity - 0.6961 69.61%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7900 79.00%
Fish aquatic toxicity + 0.9854 98.54%

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 98.36% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.57% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.91% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.49% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.96% 89.34%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.22% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 89.14% 94.73%
CHEMBL2581 P07339 Cathepsin D 88.89% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 88.57% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.35% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.16% 96.90%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.76% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.33% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.88% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.51% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.42% 93.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.56% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.39% 91.07%
CHEMBL5028 O14672 ADAM10 80.20% 97.50%

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 163185491
LOTUS LTS0187230
wikiData Q105138740