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(1S,2Z,9Z,11Z,14R,15Z,17Z,20S,23S)-20,23-dihydroxy-6-methyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7,24-dioxabicyclo[18.3.1]tetracosa-2,9,11,15,17-pentaen-8-one

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 65d07b20-9904-4cc3-8a98-4ba6a65b9698
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1S,2Z,9Z,11Z,14R,15Z,17Z,20S,23S)-20,23-dihydroxy-6-methyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7,24-dioxabicyclo[18.3.1]tetracosa-2,9,11,15,17-pentaen-8-one
SMILES (Canonical) CC1CCC=CC2C(CCC(O2)(CC=CC=CC(CC=CC=CC(=O)O1)COC3C(C(C(C(O3)CO)O)O)O)O)O
SMILES (Isomeric) CC1CC/C=C\[C@H]2[C@H](CC[C@](O2)(C/C=C\C=C/[C@@H](C/C=C\C=C/C(=O)O1)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O
InChI InChI=1S/C30H44O11/c1-20-10-7-8-13-23-22(32)15-17-30(37,41-23)16-9-3-5-12-21(11-4-2-6-14-25(33)39-20)19-38-29-28(36)27(35)26(34)24(18-31)40-29/h2-6,8-9,12-14,20-24,26-29,31-32,34-37H,7,10-11,15-19H2,1H3/b4-2-,9-3-,12-5-,13-8-,14-6-/t20?,21-,22+,23+,24-,26-,27+,28-,29-,30-/m1/s1
InChI Key KETXORQHWNKHMW-ZMTARFRQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O11
Molecular Weight 580.70 g/mol
Exact Mass 580.28836222 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 0.93
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2Z,9Z,11Z,14R,15Z,17Z,20S,23S)-20,23-dihydroxy-6-methyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7,24-dioxabicyclo[18.3.1]tetracosa-2,9,11,15,17-pentaen-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7934 79.34%
Caco-2 - 0.8836 88.36%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7749 77.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8231 82.31%
OATP1B3 inhibitior + 0.9160 91.60%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8959 89.59%
P-glycoprotein inhibitior + 0.5746 57.46%
P-glycoprotein substrate + 0.5154 51.54%
CYP3A4 substrate + 0.7075 70.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8869 88.69%
CYP3A4 inhibition - 0.9451 94.51%
CYP2C9 inhibition - 0.9420 94.20%
CYP2C19 inhibition - 0.9050 90.50%
CYP2D6 inhibition - 0.9315 93.15%
CYP1A2 inhibition - 0.9254 92.54%
CYP2C8 inhibition + 0.5870 58.70%
CYP inhibitory promiscuity - 0.9724 97.24%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6852 68.52%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9402 94.02%
Skin irritation - 0.7529 75.29%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7745 77.45%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7473 74.73%
skin sensitisation - 0.9133 91.33%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity - 0.5333 53.33%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.6612 66.12%
Acute Oral Toxicity (c) III 0.5789 57.89%
Estrogen receptor binding + 0.7390 73.90%
Androgen receptor binding + 0.5662 56.62%
Thyroid receptor binding - 0.5952 59.52%
Glucocorticoid receptor binding + 0.5388 53.88%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.5441 54.41%
Honey bee toxicity - 0.7433 74.33%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.7261 72.61%

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 98.86% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.34% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.94% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.55% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 94.54% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.34% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.75% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.20% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.31% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.15% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.78% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.66% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.13% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.88% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.31% 96.77%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.18% 90.08%
CHEMBL5255 O00206 Toll-like receptor 4 82.13% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.87% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.47% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 80.92% 90.17%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.18% 95.83%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.15% 85.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.09% 95.50%

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 139588217
LOTUS LTS0261606
wikiData Q105140191