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(1R,3R,9R,10R,13R,15R,21S,23R)-23-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-3-methoxy-6-methyloxan-2-yl]oxy-13-hydroxy-15-(hydroxymethyl)-3,10-dimethyl-16,25,26-trioxatricyclo[19.3.1.19,12]hexacosa-4,6,18-trien-17-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 2193c450-8104-41c3-bccc-e8bb53362977
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1R,3R,9R,10R,13R,15R,21S,23R)-23-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-3-methoxy-6-methyloxan-2-yl]oxy-13-hydroxy-15-(hydroxymethyl)-3,10-dimethyl-16,25,26-trioxatricyclo[19.3.1.19,12]hexacosa-4,6,18-trien-17-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H52O11/c1-19-9-6-5-7-11-27-20(2)14-28(44-27)26(35)17-25(18-34)42-29(36)12-8-10-22-15-24(16-23(13-19)41-22)43-33-32(39-4)31(38)30(37)21(3)40-33/h5-9,12,19-28,30-35,37-38H,10-11,13-18H2,1-4H3/t19-,20+,21-,22-,23+,24+,25+,26+,27+,28?,30-,31+,32+,33-/m0/s1
InChI Key BJSSJVCQCFTQDJ-MENVFPEASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O11
Molecular Weight 624.80 g/mol
Exact Mass 624.35096247 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.34
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3R,9R,10R,13R,15R,21S,23R)-23-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-3-methoxy-6-methyloxan-2-yl]oxy-13-hydroxy-15-(hydroxymethyl)-3,10-dimethyl-16,25,26-trioxatricyclo[19.3.1.19,12]hexacosa-4,6,18-trien-17-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7609 76.09%
Caco-2 - 0.8442 84.42%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7125 71.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8352 83.52%
OATP1B3 inhibitior + 0.9160 91.60%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7586 75.86%
P-glycoprotein inhibitior + 0.6507 65.07%
P-glycoprotein substrate + 0.6538 65.38%
CYP3A4 substrate + 0.6890 68.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8941 89.41%
CYP3A4 inhibition - 0.7728 77.28%
CYP2C9 inhibition - 0.9303 93.03%
CYP2C19 inhibition - 0.9179 91.79%
CYP2D6 inhibition - 0.9323 93.23%
CYP1A2 inhibition - 0.8907 89.07%
CYP2C8 inhibition + 0.6249 62.49%
CYP inhibitory promiscuity - 0.9546 95.46%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6692 66.92%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9370 93.70%
Skin irritation - 0.7268 72.68%
Skin corrosion - 0.9619 96.19%
Ames mutagenesis - 0.5424 54.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8540 85.40%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5488 54.88%
skin sensitisation - 0.9047 90.47%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6990 69.90%
Acute Oral Toxicity (c) I 0.3705 37.05%
Estrogen receptor binding + 0.6965 69.65%
Androgen receptor binding + 0.5611 56.11%
Thyroid receptor binding - 0.5596 55.96%
Glucocorticoid receptor binding + 0.6063 60.63%
Aromatase binding - 0.5366 53.66%
PPAR gamma + 0.5773 57.73%
Honey bee toxicity - 0.6684 66.84%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9124 91.24%

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
CHEMBL230 P35354 Cyclooxygenase-2 99.26% 89.63%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.37% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.16% 91.11%
CHEMBL4208 P20618 Proteasome component C5 91.94% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.65% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.91% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.47% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 89.01% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.52% 94.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.15% 97.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.66% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.98% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.87% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.21% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.69% 95.89%
CHEMBL2581 P07339 Cathepsin D 83.18% 98.95%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 83.11% 95.52%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.02% 97.25%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.54% 92.88%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.41% 91.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.31% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.94% 92.94%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.91% 89.34%
CHEMBL1951 P21397 Monoamine oxidase A 81.46% 91.49%

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 163186382
LOTUS LTS0017666
wikiData Q104937340