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(1R,2S,4R,5R,8R,9S,11S)-2-[[(2R,3S,4S,5S,6R)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl]oxymethyl]-9-formyl-5-methyl-12-oxo-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridecane-1-carboxylic 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 31dd1a19-f30d-44e0-b58d-54a3cf22b3ff
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (1R,2S,4R,5R,8R,9S,11S)-2-[[(2R,3S,4S,5S,6R)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl]oxymethyl]-9-formyl-5-methyl-12-oxo-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridecane-1-carboxylic acid
SMILES (Canonical) CC1CCC2C1CC3(C4CC2(C3(C(C4=O)C(C)C)C(=O)O)C=O)COC5C(C(C(C(O5)C)OC)O)O
SMILES (Isomeric) C[C@@H]1CC[C@@H]2[C@@H]1C[C@@]3([C@@H]4C[C@]2([C@]3(C(C4=O)C(C)C)C(=O)O)C=O)CO[C@H]5[C@H]([C@@H]([C@@H]([C@H](O5)C)OC)O)O
InChI InChI=1S/C27H40O9/c1-12(2)18-19(29)17-9-25(10-28)16-7-6-13(3)15(16)8-26(17,27(18,25)24(32)33)11-35-23-21(31)20(30)22(34-5)14(4)36-23/h10,12-18,20-23,30-31H,6-9,11H2,1-5H3,(H,32,33)/t13-,14-,15-,16-,17-,18?,20+,21+,22-,23-,25+,26+,27+/m1/s1
InChI Key AYZCWNDNMSHPGK-LTPQBRMQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H40O9
Molecular Weight 508.60 g/mol
Exact Mass 508.26723285 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.67
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4R,5R,8R,9S,11S)-2-[[(2R,3S,4S,5S,6R)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl]oxymethyl]-9-formyl-5-methyl-12-oxo-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridecane-1-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7351 73.51%
Caco-2 - 0.7371 73.71%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8124 81.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8549 85.49%
OATP1B3 inhibitior + 0.9300 93.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.7060 70.60%
P-glycoprotein inhibitior - 0.5332 53.32%
P-glycoprotein substrate + 0.5368 53.68%
CYP3A4 substrate + 0.6900 69.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8828 88.28%
CYP3A4 inhibition - 0.8878 88.78%
CYP2C9 inhibition - 0.7245 72.45%
CYP2C19 inhibition - 0.7920 79.20%
CYP2D6 inhibition - 0.9499 94.99%
CYP1A2 inhibition - 0.7381 73.81%
CYP2C8 inhibition + 0.4498 44.98%
CYP inhibitory promiscuity - 0.9426 94.26%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7201 72.01%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9365 93.65%
Skin irritation - 0.7079 70.79%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6677 66.77%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5698 56.98%
skin sensitisation - 0.8980 89.80%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7873 78.73%
Acute Oral Toxicity (c) III 0.3703 37.03%
Estrogen receptor binding + 0.6973 69.73%
Androgen receptor binding + 0.7096 70.96%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5864 58.64%
Aromatase binding + 0.6426 64.26%
PPAR gamma + 0.5841 58.41%
Honey bee toxicity - 0.7589 75.89%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9743 97.43%

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 98.78% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.34% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.43% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.29% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.16% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.09% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.09% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 88.50% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.15% 97.36%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.89% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.74% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.67% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.99% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 85.64% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.64% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.57% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 82.41% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.96% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.06% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.77% 97.14%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.27% 92.78%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.23% 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 90670880
LOTUS LTS0173099
wikiData Q104921529