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methyl (2Z)-2-[(1S,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R)-9-(acetyloxymethyl)-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-23-ylidene]propanoate

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 05a14bf9-afdc-4340-b041-d108d0c768ee
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2Z)-2-[(1S,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R)-9-(acetyloxymethyl)-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-23-ylidene]propanoate
SMILES (Canonical) CC1=C2CC3C(C4CC4C3(COC(=O)C)O)(C5C2(C6C7=C(C5)C8CC8C7(C(C(=O)C6=C(C)C(=O)OC)O)C)OC1=O)C
SMILES (Isomeric) CC1=C2C[C@@H]3[C@]([C@@H]4C[C@@H]4[C@]3(COC(=O)C)O)([C@H]5[C@@]2([C@H]\6C7=C(C5)[C@H]8C[C@H]8[C@@]7([C@H](C(=O)/C6=C(/C)\C(=O)OC)O)C)OC1=O)C
InChI InChI=1S/C33H38O9/c1-12-17-10-21-30(4,19-9-20(19)32(21,39)11-41-14(3)34)22-8-16-15-7-18(15)31(5)24(16)25(33(17,22)42-29(12)38)23(26(35)27(31)36)13(2)28(37)40-6/h15,18-22,25,27,36,39H,7-11H2,1-6H3/b23-13-/t15-,18-,19-,20+,21-,22+,25-,27+,30+,31+,32+,33+/m1/s1
InChI Key MLAPEZXTYLIQNP-WOMSZOHBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H38O9
Molecular Weight 578.60 g/mol
Exact Mass 578.25158279 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 9
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 (2Z)-2-[(1S,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R)-9-(acetyloxymethyl)-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-23-ylidene]propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9871 98.71%
Caco-2 - 0.7571 75.71%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8266 82.66%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8391 83.91%
OATP1B3 inhibitior + 0.9573 95.73%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior + 0.7378 73.78%
P-glycoprotein inhibitior + 0.7250 72.50%
P-glycoprotein substrate + 0.6616 66.16%
CYP3A4 substrate + 0.7354 73.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9051 90.51%
CYP3A4 inhibition - 0.5318 53.18%
CYP2C9 inhibition - 0.8156 81.56%
CYP2C19 inhibition - 0.8817 88.17%
CYP2D6 inhibition - 0.9260 92.60%
CYP1A2 inhibition - 0.8132 81.32%
CYP2C8 inhibition + 0.5952 59.52%
CYP inhibitory promiscuity - 0.7654 76.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5433 54.33%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9129 91.29%
Skin irritation - 0.5614 56.14%
Skin corrosion - 0.9442 94.42%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6298 62.98%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6551 65.51%
skin sensitisation - 0.8611 86.11%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.8274 82.74%
Acute Oral Toxicity (c) III 0.4828 48.28%
Estrogen receptor binding + 0.7821 78.21%
Androgen receptor binding + 0.7527 75.27%
Thyroid receptor binding - 0.5056 50.56%
Glucocorticoid receptor binding + 0.7566 75.66%
Aromatase binding + 0.7238 72.38%
PPAR gamma + 0.6980 69.80%
Honey bee toxicity - 0.5976 59.76%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9808 98.08%

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 98.77% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.06% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.32% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 92.62% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.43% 97.25%
CHEMBL299 P17252 Protein kinase C alpha 91.56% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.49% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.85% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.24% 96.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.17% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.97% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.35% 99.23%
CHEMBL5028 O14672 ADAM10 84.89% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.48% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.97% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.29% 82.69%
CHEMBL3401 O75469 Pregnane X receptor 82.13% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 82.03% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.78% 99.17%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.34% 96.39%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.81% 95.58%

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 163038153
LOTUS LTS0093632
wikiData Q105166375