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4-[[(1R,2S,8R,9R,10S,12R,13R,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-9-[(E)-4-hydroxy-3-methylbut-2-enoyl]oxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-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-5-yl]oxy]-4-oxobutanoic acid

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 e314741e-9fab-4333-a67b-5945f095e4c0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name 4-[[(1R,2S,8R,9R,10S,12R,13R,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-9-[(E)-4-hydroxy-3-methylbut-2-enoyl]oxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-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-5-yl]oxy]-4-oxobutanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H42O14/c1-14(13-39)8-26(43)51-38(48)20-11-19(20)35(3)22-10-17-16-9-18(16)36(4)28(17)29(27(30(44)32(36)45)15(2)33(46)49-5)37(22)21(12-23(35)38)31(34(47)52-37)50-25(42)7-6-24(40)41/h8,16,18-20,22-23,29,32,39,45,48H,6-7,9-13H2,1-5H3,(H,40,41)/b14-8+,27-15-/t16-,18-,19-,20+,22+,23-,29+,32+,35-,36+,37+,38-/m1/s1
InChI Key AWMOJZCOHADKON-NTIDOFDSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H42O14
Molecular Weight 722.70 g/mol
Exact Mass 722.25745601 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.81
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[[(1R,2S,8R,9R,10S,12R,13R,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-9-[(E)-4-hydroxy-3-methylbut-2-enoyl]oxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-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-5-yl]oxy]-4-oxobutanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9836 98.36%
Caco-2 - 0.8403 84.03%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8213 82.13%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.8223 82.23%
OATP1B3 inhibitior + 0.9557 95.57%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5210 52.10%
BSEP inhibitior + 0.9623 96.23%
P-glycoprotein inhibitior + 0.7763 77.63%
P-glycoprotein substrate + 0.7417 74.17%
CYP3A4 substrate + 0.7368 73.68%
CYP2C9 substrate - 0.8142 81.42%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition + 0.6259 62.59%
CYP2C9 inhibition - 0.7438 74.38%
CYP2C19 inhibition - 0.8912 89.12%
CYP2D6 inhibition - 0.9431 94.31%
CYP1A2 inhibition - 0.7829 78.29%
CYP2C8 inhibition + 0.7157 71.57%
CYP inhibitory promiscuity - 0.8518 85.18%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4471 44.71%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9139 91.39%
Skin irritation + 0.5810 58.10%
Skin corrosion - 0.9415 94.15%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4373 43.73%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.9318 93.18%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.6385 63.85%
Acute Oral Toxicity (c) III 0.4472 44.72%
Estrogen receptor binding + 0.8253 82.53%
Androgen receptor binding + 0.7580 75.80%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8038 80.38%
Aromatase binding + 0.7468 74.68%
PPAR gamma + 0.7828 78.28%
Honey bee toxicity - 0.6190 61.90%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9716 97.16%

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 99.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.51% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.36% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.81% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.65% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.61% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.28% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.06% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.06% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.27% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 87.24% 91.19%
CHEMBL4040 P28482 MAP kinase ERK2 86.95% 83.82%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.64% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 86.59% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.48% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.56% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.77% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.58% 96.90%

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.
Chloranthus fortunei

Cross-Links

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PubChem 101865173
LOTUS LTS0083720
wikiData Q104920134