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4-O-[[(1R,3aS,5aR,5bR,7aR,9S,11aS,11bR,13aR,13bS)-9-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-3a-yl]methyl] 1-O-ethyl butanedioate

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 6bfa1e68-0cde-4be2-8cc8-14e6f17082ed
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 4-O-[[(1R,3aS,5aR,5bR,7aR,9S,11aS,11bR,13aR,13bS)-9-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-3a-yl]methyl] 1-O-ethyl butanedioate
SMILES (Canonical) CCOC(=O)CCC(=O)OCC12CCC(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC=C(C=C6)O)C)C(=C)C
SMILES (Isomeric) CCOC(=O)CCC(=O)OC[C@]12CC[C@H]([C@H]1[C@H]3CC[C@@H]4[C@@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)/C=C/C6=CC=C(C=C6)O)C)C(=C)C
InChI InChI=1S/C45H64O7/c1-9-50-37(47)18-19-38(48)51-28-45-25-20-32(29(2)3)40(45)33-15-16-35-42(6)23-22-36(52-39(49)17-12-30-10-13-31(46)14-11-30)41(4,5)34(42)21-24-44(35,8)43(33,7)26-27-45/h10-14,17,32-36,40,46H,2,9,15-16,18-28H2,1,3-8H3/b17-12+/t32-,33+,34-,35+,36-,40-,42+,43+,44+,45+/m0/s1
InChI Key JTYJREBXUVSAHQ-PZKFEPBJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C45H64O7
Molecular Weight 717.00 g/mol
Exact Mass 716.46520438 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 11.30
Atomic LogP (AlogP) 9.86
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-O-[[(1R,3aS,5aR,5bR,7aR,9S,11aS,11bR,13aR,13bS)-9-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-3a-yl]methyl] 1-O-ethyl butanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9954 99.54%
Caco-2 - 0.8434 84.34%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8329 83.29%
OATP2B1 inhibitior - 0.7194 71.94%
OATP1B1 inhibitior + 0.8181 81.81%
OATP1B3 inhibitior + 0.8813 88.13%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9777 97.77%
P-glycoprotein inhibitior + 0.7846 78.46%
P-glycoprotein substrate + 0.5449 54.49%
CYP3A4 substrate + 0.7420 74.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.6292 62.92%
CYP2C9 inhibition - 0.6519 65.19%
CYP2C19 inhibition - 0.5403 54.03%
CYP2D6 inhibition - 0.8910 89.10%
CYP1A2 inhibition - 0.7502 75.02%
CYP2C8 inhibition + 0.8792 87.92%
CYP inhibitory promiscuity - 0.6807 68.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6053 60.53%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9133 91.33%
Skin irritation - 0.6904 69.04%
Skin corrosion - 0.9708 97.08%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6869 68.69%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8014 80.14%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8247 82.47%
Acute Oral Toxicity (c) III 0.7044 70.44%
Estrogen receptor binding + 0.8047 80.47%
Androgen receptor binding + 0.7870 78.70%
Thyroid receptor binding + 0.5376 53.76%
Glucocorticoid receptor binding + 0.7653 76.53%
Aromatase binding + 0.6826 68.26%
PPAR gamma + 0.7572 75.72%
Honey bee toxicity - 0.6718 67.18%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.28% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.03% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.36% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 93.39% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.38% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.12% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 91.75% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.34% 91.11%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 88.84% 90.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.35% 89.00%
CHEMBL206 P03372 Estrogen receptor alpha 88.28% 97.64%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.22% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.31% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.26% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.18% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.51% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.39% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.93% 89.62%
CHEMBL340 P08684 Cytochrome P450 3A4 84.67% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 84.19% 94.75%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.20% 100.00%
CHEMBL2581 P07339 Cathepsin D 81.62% 98.95%
CHEMBL5028 O14672 ADAM10 80.60% 97.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.28% 97.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.16% 97.28%

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.
Diospyros maritima

Cross-Links

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PubChem 162882415
LOTUS LTS0168351
wikiData Q105135080