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4-[[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23E)-9,21-dihydroxy-9-[[(E)-4-hydroxy-3-methylbut-2-enoyl]oxymethyl]-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]methoxy]-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 1d538a8a-3849-4c48-8901-ec7756995b4f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 4-[[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23E)-9,21-dihydroxy-9-[[(E)-4-hydroxy-3-methylbut-2-enoyl]oxymethyl]-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]methoxy]-4-oxobutanoic acid
SMILES (Canonical) CC(=CC(=O)OCC1(C2CC2C3(C1CC4=C(C(=O)OC45C3CC6=C7C5C(=C(C)C(=O)OC)C(=O)C(C7(C8C6C8)C)O)COC(=O)CCC(=O)O)C)O)CO
SMILES (Isomeric) C/C(=C\C(=O)OC[C@@]1([C@H]2C[C@H]2[C@]3([C@H]1CC4=C(C(=O)O[C@]45[C@H]3CC6=C7[C@@H]5/C(=C(/C)\C(=O)OC)/C(=O)[C@@H]([C@]7([C@H]8[C@@H]6C8)C)O)COC(=O)CCC(=O)O)C)O)/CO
InChI InChI=1S/C40H46O14/c1-16(13-41)8-29(45)53-15-39(50)24-11-23(24)37(3)25(39)12-22-20(14-52-28(44)7-6-27(42)43)36(49)54-40(22)26(37)10-19-18-9-21(18)38(4)31(19)32(40)30(33(46)34(38)47)17(2)35(48)51-5/h8,18,21,23-26,32,34,41,47,50H,6-7,9-15H2,1-5H3,(H,42,43)/b16-8+,30-17+/t18-,21-,23-,24+,25-,26+,32+,34+,37+,38+,39+,40+/m1/s1
InChI Key NTBPSDGZVJOPGC-PXULGGTKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H46O14
Molecular Weight 750.80 g/mol
Exact Mass 750.28875614 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 1.90
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23E)-9,21-dihydroxy-9-[[(E)-4-hydroxy-3-methylbut-2-enoyl]oxymethyl]-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]methoxy]-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 + 0.9742 97.42%
Caco-2 - 0.8419 84.19%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8163 81.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8097 80.97%
OATP1B3 inhibitior + 0.9531 95.31%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5521 55.21%
BSEP inhibitior + 0.8208 82.08%
P-glycoprotein inhibitior + 0.7749 77.49%
P-glycoprotein substrate + 0.7576 75.76%
CYP3A4 substrate + 0.7464 74.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9060 90.60%
CYP3A4 inhibition + 0.5089 50.89%
CYP2C9 inhibition - 0.7879 78.79%
CYP2C19 inhibition - 0.8711 87.11%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.8223 82.23%
CYP2C8 inhibition + 0.7365 73.65%
CYP inhibitory promiscuity - 0.8860 88.60%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4514 45.14%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9131 91.31%
Skin irritation + 0.5147 51.47%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4321 43.21%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5698 56.98%
skin sensitisation - 0.9282 92.82%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6611 66.11%
Acute Oral Toxicity (c) III 0.4529 45.29%
Estrogen receptor binding + 0.8070 80.70%
Androgen receptor binding + 0.7634 76.34%
Thyroid receptor binding - 0.5269 52.69%
Glucocorticoid receptor binding + 0.7500 75.00%
Aromatase binding + 0.7255 72.55%
PPAR gamma + 0.7471 74.71%
Honey bee toxicity - 0.6026 60.26%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9641 96.41%

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 99.24% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.59% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.46% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.08% 85.14%
CHEMBL299 P17252 Protein kinase C alpha 94.62% 98.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.72% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 93.44% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.94% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.15% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 91.99% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.60% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.95% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.89% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.37% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.84% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.01% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.65% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.30% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.14% 82.69%

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 163003460
LOTUS LTS0233673
wikiData Q105185356