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(3Z,5E,9S,11E,13E,15S)-16-[(E)-3,9-dihydroxy-4,8-dimethyl-5-oxoundec-6-en-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-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 54409945-98b7-49c5-9a97-1c2b20288a77
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3Z,5E,9S,11E,13E,15S)-16-[(E)-3,9-dihydroxy-4,8-dimethyl-5-oxoundec-6-en-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one
SMILES (Canonical) CCC(C(C)C=CC(=O)C(C)C(C(C)C1C(C=CC=C(CC(C(C(C=C(C=C(C(=O)O1)OC)C)C)O)C)C)OC)O)O
SMILES (Isomeric) CCC(C(C)/C=C/C(=O)C(C)C(C(C)C1[C@H](/C=C/C=C(/C[C@@H](C(C(/C=C(/C=C(/C(=O)O1)\OC)\C)C)O)C)\C)OC)O)O
InChI InChI=1S/C34H54O8/c1-11-27(35)22(4)15-16-28(36)25(7)32(38)26(8)33-29(40-9)14-12-13-20(2)17-23(5)31(37)24(6)18-21(3)19-30(41-10)34(39)42-33/h12-16,18-19,22-27,29,31-33,35,37-38H,11,17H2,1-10H3/b14-12+,16-15+,20-13+,21-18+,30-19-/t22?,23-,24?,25?,26?,27?,29-,31?,32?,33?/m0/s1
InChI Key BGXPLISAUSXTHZ-UQUDRGRZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H54O8
Molecular Weight 590.80 g/mol
Exact Mass 590.38186868 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.09
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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(3Z,5E,9S,11E,13E,15S)-16-[(E)-3,9-dihydroxy-4,8-dimethyl-5-oxoundec-6-en-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

2D Structure

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2D Structure of (3Z,5E,9S,11E,13E,15S)-16-[(E)-3,9-dihydroxy-4,8-dimethyl-5-oxoundec-6-en-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-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 + 0.9682 96.82%
Caco-2 - 0.7886 78.86%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5347 53.47%
OATP2B1 inhibitior - 0.8527 85.27%
OATP1B1 inhibitior + 0.8329 83.29%
OATP1B3 inhibitior + 0.9315 93.15%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8536 85.36%
P-glycoprotein inhibitior + 0.7809 78.09%
P-glycoprotein substrate + 0.6650 66.50%
CYP3A4 substrate + 0.6588 65.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8978 89.78%
CYP3A4 inhibition - 0.8572 85.72%
CYP2C9 inhibition - 0.8984 89.84%
CYP2C19 inhibition - 0.7274 72.74%
CYP2D6 inhibition - 0.9225 92.25%
CYP1A2 inhibition - 0.9224 92.24%
CYP2C8 inhibition + 0.6761 67.61%
CYP inhibitory promiscuity - 0.9609 96.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8359 83.59%
Carcinogenicity (trinary) Non-required 0.6206 62.06%
Eye corrosion - 0.9730 97.30%
Eye irritation - 0.9184 91.84%
Skin irritation - 0.7000 70.00%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4529 45.29%
Micronuclear - 0.6041 60.41%
Hepatotoxicity + 0.5479 54.79%
skin sensitisation - 0.7805 78.05%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8548 85.48%
Acute Oral Toxicity (c) III 0.4902 49.02%
Estrogen receptor binding + 0.7314 73.14%
Androgen receptor binding + 0.5456 54.56%
Thyroid receptor binding + 0.5574 55.74%
Glucocorticoid receptor binding + 0.6794 67.94%
Aromatase binding + 0.5342 53.42%
PPAR gamma + 0.6509 65.09%
Honey bee toxicity - 0.6986 69.86%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.8442 84.42%

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 98.40% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.54% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.20% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.28% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.36% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.25% 86.33%
CHEMBL2535 P11166 Glucose transporter 92.06% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.99% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.76% 94.80%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.11% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 87.79% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.36% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.80% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.51% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.17% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.01% 96.77%
CHEMBL4072 P07858 Cathepsin B 83.44% 93.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.23% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.95% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.07% 89.34%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.38% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.04% 90.71%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.00% 97.21%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 139586374
LOTUS LTS0152236
wikiData Q104935782