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(3Z,5E,7R,8S,9R,11E,13E,15S,16R)-16-{(2S,3E)-4-[(2R)-2-ethyl-3-methyl-2H-pyran-6-yl]-3-penten-2-yl}-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyloxacyclohexadeca-3,5,11,13-tetraen-2-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 ba0a55fc-cd45-4ec9-9d3d-cca7916435ea
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3E,5Z,7R,8S,9S,11Z,13Z,15S,16R)-16-[(E,2S)-4-[(2R)-2-ethyl-3-methyl-2H-pyran-6-yl]pent-3-en-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one
SMILES (Canonical) CCC1C(=CC=C(O1)C(=CC(C)C2C(C=CC=C(CC(C(C(C=C(C=C(C(=O)O2)OC)C)C)O)C)C)OC)C)C
SMILES (Isomeric) CC[C@@H]1C(=CC=C(O1)/C(=C/[C@H](C)[C@@H]2[C@H](/C=C\C=C(/C[C@@H]([C@@H]([C@@H](/C=C(\C=C(/C(=O)O2)\OC)/C)C)O)C)\C)OC)/C)C
InChI InChI=1S/C34H50O6/c1-11-28-23(4)15-16-29(39-28)24(5)20-27(8)33-30(37-9)14-12-13-21(2)17-25(6)32(35)26(7)18-22(3)19-31(38-10)34(36)40-33/h12-16,18-20,25-28,30,32-33,35H,11,17H2,1-10H3/b14-12-,21-13-,22-18-,24-20+,31-19+/t25-,26+,27-,28+,30-,32-,33+/m0/s1
InChI Key JXMOXMDSHOTTME-SWDJTEKNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H50O6
Molecular Weight 554.80 g/mol
Exact Mass 554.36073931 g/mol
Topological Polar Surface Area (TPSA) 74.20 Ų
XlogP 7.30
Atomic LogP (AlogP) 7.15
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3Z,5E,7R,8S,9R,11E,13E,15S,16R)-16-{(2S,3E)-4-[(2R)-2-ethyl-3-methyl-2H-pyran-6-yl]-3-penten-2-yl}-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyloxacyclohexadeca-3,5,11,13-tetraen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9651 96.51%
Caco-2 - 0.6601 66.01%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6820 68.20%
OATP2B1 inhibitior - 0.8610 86.10%
OATP1B1 inhibitior + 0.8418 84.18%
OATP1B3 inhibitior + 0.9057 90.57%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9865 98.65%
P-glycoprotein inhibitior + 0.9046 90.46%
P-glycoprotein substrate + 0.6742 67.42%
CYP3A4 substrate + 0.6699 66.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8609 86.09%
CYP3A4 inhibition - 0.9378 93.78%
CYP2C9 inhibition - 0.9044 90.44%
CYP2C19 inhibition - 0.8056 80.56%
CYP2D6 inhibition - 0.9228 92.28%
CYP1A2 inhibition - 0.9395 93.95%
CYP2C8 inhibition + 0.6314 63.14%
CYP inhibitory promiscuity - 0.8653 86.53%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9122 91.22%
Carcinogenicity (trinary) Non-required 0.6353 63.53%
Eye corrosion - 0.9799 97.99%
Eye irritation - 0.9120 91.20%
Skin irritation - 0.6869 68.69%
Skin corrosion - 0.9556 95.56%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7871 78.71%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5406 54.06%
skin sensitisation - 0.7465 74.65%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.7463 74.63%
Acute Oral Toxicity (c) III 0.7041 70.41%
Estrogen receptor binding + 0.7529 75.29%
Androgen receptor binding - 0.5228 52.28%
Thyroid receptor binding + 0.6408 64.08%
Glucocorticoid receptor binding + 0.7508 75.08%
Aromatase binding - 0.4861 48.61%
PPAR gamma + 0.6470 64.70%
Honey bee toxicity - 0.6257 62.57%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8016 80.16%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.49% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.81% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.44% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.12% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.56% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.40% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.88% 97.25%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.43% 97.21%
CHEMBL2535 P11166 Glucose transporter 91.14% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 88.93% 94.73%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.06% 94.80%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.39% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.77% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.16% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.16% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.15% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.74% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.52% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.76% 93.56%

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 139587032
LOTUS LTS0022608
wikiData Q77519954