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[(1R,5R,6R,13R,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] (E)-2-methylbut-2-enoate

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 3c01f778-6953-441f-8c0d-458148fc28a2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name [(1R,5R,6R,13R,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(C(C2(C3CCC4(C(C3=CC1(C2=O)O)CC(=O)OC4C5=COC=C5)C)C)C(C(=O)OC)OC(=O)C)(C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)OC1[C@@]2(C=C3C(CC[C@@]4(C3CC(=O)O[C@H]4C5=COC=C5)C)[C@@](C2=O)([C@H](C1(C)C)[C@H](C(=O)OC)OC(=O)C)C)O
InChI InChI=1S/C34H42O11/c1-9-17(2)27(37)45-30-31(4,5)25(24(28(38)41-8)43-18(3)35)33(7)21-10-12-32(6)22(20(21)15-34(30,40)29(33)39)14-23(36)44-26(32)19-11-13-42-16-19/h9,11,13,15-16,21-22,24-26,30,40H,10,12,14H2,1-8H3/b17-9+/t21?,22?,24-,25+,26+,30?,32-,33-,34+/m1/s1
InChI Key KQJNENMKRYMNJO-HDEPKMHESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O11
Molecular Weight 626.70 g/mol
Exact Mass 626.27271215 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.19
H-Bond Acceptor 11
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 [(1R,5R,6R,13R,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9890 98.90%
Caco-2 - 0.8060 80.60%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8116 81.16%
OATP2B1 inhibitior - 0.5715 57.15%
OATP1B1 inhibitior - 0.4597 45.97%
OATP1B3 inhibitior - 0.2463 24.63%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9729 97.29%
P-glycoprotein inhibitior + 0.8543 85.43%
P-glycoprotein substrate + 0.6695 66.95%
CYP3A4 substrate + 0.7221 72.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8959 89.59%
CYP3A4 inhibition + 0.7960 79.60%
CYP2C9 inhibition - 0.8252 82.52%
CYP2C19 inhibition - 0.8781 87.81%
CYP2D6 inhibition - 0.9248 92.48%
CYP1A2 inhibition - 0.7973 79.73%
CYP2C8 inhibition + 0.6468 64.68%
CYP inhibitory promiscuity - 0.8642 86.42%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.4268 42.68%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8933 89.33%
Skin irritation - 0.6371 63.71%
Skin corrosion - 0.9221 92.21%
Ames mutagenesis - 0.6240 62.40%
Human Ether-a-go-go-Related Gene inhibition - 0.4292 42.92%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8504 85.04%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5674 56.74%
Acute Oral Toxicity (c) I 0.6341 63.41%
Estrogen receptor binding + 0.8107 81.07%
Androgen receptor binding + 0.7282 72.82%
Thyroid receptor binding + 0.6027 60.27%
Glucocorticoid receptor binding + 0.8141 81.41%
Aromatase binding + 0.6348 63.48%
PPAR gamma + 0.7720 77.20%
Honey bee toxicity - 0.6671 66.71%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9936 99.36%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.28% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.04% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.58% 89.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 91.59% 91.38%
CHEMBL221 P23219 Cyclooxygenase-1 91.47% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.59% 82.69%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.45% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.29% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.45% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.19% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.71% 95.71%
CHEMBL2581 P07339 Cathepsin D 85.63% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.80% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.78% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.95% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 83.70% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.21% 95.56%
CHEMBL3524 P56524 Histone deacetylase 4 82.13% 92.97%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.04% 89.67%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.97% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.86% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.85% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.59% 92.88%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.34% 100.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.29% 89.44%
CHEMBL5028 O14672 ADAM10 80.71% 97.50%

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.
Swietenia mahagoni

Cross-Links

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PubChem 162949087
LOTUS LTS0023944
wikiData Q105144583