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methyl (1S,2S,3S,4R,5R,8R,13S,14S,17S,18R,20R,21R,22R,25S)-3-acetyloxy-2,13,20,21-tetrahydroxy-25-methoxy-5,8,22-trimethyl-11-methylidene-24-oxahexacyclo[15.5.3.01,18.04,17.05,14.08,13]pentacosane-14-carboxylate

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 23a7b37b-f338-48d9-ad6e-f667f715edcf
Taxonomy Organoheterocyclic compounds > Oxanes
IUPAC Name methyl (1S,2S,3S,4R,5R,8R,13S,14S,17S,18R,20R,21R,22R,25S)-3-acetyloxy-2,13,20,21-tetrahydroxy-25-methoxy-5,8,22-trimethyl-11-methylidene-24-oxahexacyclo[15.5.3.01,18.04,17.05,14.08,13]pentacosane-14-carboxylate
SMILES (Canonical) CC1C(C(CC2C13COC(C24CCC5(C(C4C(C3O)OC(=O)C)(CCC6(C5(CC(=C)CC6)O)C)C)C(=O)OC)OC)O)O
SMILES (Isomeric) C[C@H]1[C@H]([C@@H](C[C@@H]2[C@@]13CO[C@@H]([C@@]24CC[C@@]5([C@@]([C@H]4[C@@H]([C@H]3O)OC(=O)C)(CC[C@@]6([C@]5(CC(=C)CC6)O)C)C)C(=O)OC)OC)O)O
InChI InChI=1S/C33H50O10/c1-17-8-9-28(4)10-11-29(5)24-23(43-19(3)34)25(37)31-16-42-27(41-7)30(24,21(31)14-20(35)22(36)18(31)2)12-13-32(29,26(38)40-6)33(28,39)15-17/h18,20-25,27,35-37,39H,1,8-16H2,2-7H3/t18-,20+,21-,22+,23-,24+,25+,27-,28+,29+,30-,31+,32-,33-/m0/s1
InChI Key UGTQLHVLEVRECG-ISKQAJHBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H50O10
Molecular Weight 606.70 g/mol
Exact Mass 606.34039779 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.49
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,2S,3S,4R,5R,8R,13S,14S,17S,18R,20R,21R,22R,25S)-3-acetyloxy-2,13,20,21-tetrahydroxy-25-methoxy-5,8,22-trimethyl-11-methylidene-24-oxahexacyclo[15.5.3.01,18.04,17.05,14.08,13]pentacosane-14-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8933 89.33%
Caco-2 - 0.7742 77.42%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8128 81.28%
OATP2B1 inhibitior - 0.7135 71.35%
OATP1B1 inhibitior + 0.8403 84.03%
OATP1B3 inhibitior + 0.9239 92.39%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7064 70.64%
BSEP inhibitior + 0.8489 84.89%
P-glycoprotein inhibitior + 0.6064 60.64%
P-glycoprotein substrate + 0.6621 66.21%
CYP3A4 substrate + 0.7318 73.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8750 87.50%
CYP3A4 inhibition - 0.7149 71.49%
CYP2C9 inhibition - 0.8734 87.34%
CYP2C19 inhibition - 0.8352 83.52%
CYP2D6 inhibition - 0.9520 95.20%
CYP1A2 inhibition - 0.6679 66.79%
CYP2C8 inhibition + 0.5873 58.73%
CYP inhibitory promiscuity - 0.9828 98.28%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6839 68.39%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9157 91.57%
Skin irritation - 0.5155 51.55%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3842 38.42%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8760 87.60%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.4805 48.05%
Acute Oral Toxicity (c) III 0.4042 40.42%
Estrogen receptor binding + 0.6471 64.71%
Androgen receptor binding + 0.7618 76.18%
Thyroid receptor binding - 0.5518 55.18%
Glucocorticoid receptor binding + 0.6479 64.79%
Aromatase binding + 0.7382 73.82%
PPAR gamma + 0.6419 64.19%
Honey bee toxicity - 0.6775 67.75%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9801 98.01%

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 98.58% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.50% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.99% 94.45%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 93.17% 95.52%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.07% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.39% 91.07%
CHEMBL2581 P07339 Cathepsin D 90.18% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.42% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.72% 95.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.54% 89.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.47% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 87.08% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.69% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.77% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.49% 97.28%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.40% 92.94%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.54% 95.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.41% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.25% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 83.13% 91.49%
CHEMBL5028 O14672 ADAM10 82.64% 97.50%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.61% 98.99%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.54% 91.03%
CHEMBL1859 O95180 Voltage-gated T-type calcium channel alpha-1H subunit 81.12% 98.57%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.55% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.50% 97.14%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.18% 82.50%

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.
Galphimia glauca

Cross-Links

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PubChem 163100236
LOTUS LTS0112444
wikiData Q105272573