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methyl (1R,2R,3S,8S,11S,15R,18S,21S,22S,23E,27S,28S)-3-acetyloxy-2,28-dihydroxy-2,6,11,15,24,28-hexamethyl-9,16,19-trioxo-18-propan-2-yl-31-oxatetracyclo[25.3.1.05,22.08,21]hentriaconta-5,23-diene-21-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 d2df3596-f922-4704-b101-0f7695c88154
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquaterpenoids
IUPAC Name methyl (1R,2R,3S,8S,11S,15R,18S,21S,22S,23E,27S,28S)-3-acetyloxy-2,28-dihydroxy-2,6,11,15,24,28-hexamethyl-9,16,19-trioxo-18-propan-2-yl-31-oxatetracyclo[25.3.1.05,22.08,21]hentriaconta-5,23-diene-21-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H66O10/c1-24(2)30-21-34(45)27(5)13-11-12-25(3)19-35(46)33-20-28(6)31-22-39(52-29(7)44)42(9,50)38-16-17-41(8,49)37(53-38)15-14-26(4)18-32(31)43(33,23-36(30)47)40(48)51-10/h18,24-25,27,30,32-33,37-39,49-50H,11-17,19-23H2,1-10H3/b26-18+/t25-,27+,30-,32-,33+,37-,38+,39-,41-,42+,43-/m0/s1
InChI Key UROKSVWMMOVQRB-DIFXLACCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C43H66O10
Molecular Weight 743.00 g/mol
Exact Mass 742.46559830 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 6.82
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2R,3S,8S,11S,15R,18S,21S,22S,23E,27S,28S)-3-acetyloxy-2,28-dihydroxy-2,6,11,15,24,28-hexamethyl-9,16,19-trioxo-18-propan-2-yl-31-oxatetracyclo[25.3.1.05,22.08,21]hentriaconta-5,23-diene-21-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9725 97.25%
Caco-2 - 0.8236 82.36%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8059 80.59%
OATP2B1 inhibitior - 0.7200 72.00%
OATP1B1 inhibitior + 0.8178 81.78%
OATP1B3 inhibitior + 0.8900 89.00%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6071 60.71%
BSEP inhibitior + 0.9743 97.43%
P-glycoprotein inhibitior + 0.7985 79.85%
P-glycoprotein substrate + 0.7181 71.81%
CYP3A4 substrate + 0.7343 73.43%
CYP2C9 substrate - 0.8108 81.08%
CYP2D6 substrate - 0.8701 87.01%
CYP3A4 inhibition - 0.6543 65.43%
CYP2C9 inhibition - 0.8516 85.16%
CYP2C19 inhibition - 0.8544 85.44%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.7191 71.91%
CYP2C8 inhibition + 0.6234 62.34%
CYP inhibitory promiscuity - 0.9631 96.31%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6388 63.88%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9104 91.04%
Skin irritation - 0.5143 51.43%
Skin corrosion - 0.9346 93.46%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5228 52.28%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8015 80.15%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6866 68.66%
Acute Oral Toxicity (c) III 0.3463 34.63%
Estrogen receptor binding + 0.7821 78.21%
Androgen receptor binding + 0.7359 73.59%
Thyroid receptor binding - 0.5145 51.45%
Glucocorticoid receptor binding + 0.8232 82.32%
Aromatase binding + 0.6997 69.97%
PPAR gamma + 0.6837 68.37%
Honey bee toxicity - 0.7436 74.36%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9750 97.50%

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 98.69% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.73% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.01% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.61% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.22% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.80% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.57% 96.38%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.38% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.64% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.21% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.83% 93.03%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.25% 94.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.81% 97.25%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 86.32% 90.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.22% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.91% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.71% 92.94%
CHEMBL5028 O14672 ADAM10 85.52% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.46% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.43% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.88% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.69% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.19% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 82.06% 91.19%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.42% 89.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.30% 96.77%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.18% 96.47%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.50% 97.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.41% 93.56%

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 163088544
LOTUS LTS0267462
wikiData Q105277902