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1-O-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-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] 4-O-ethyl (2R)-2-hydroxybutanedioate

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 48d58b72-87f0-4be2-9ba1-7a4998a624b8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 1-O-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-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] 4-O-ethyl (2R)-2-hydroxybutanedioate
SMILES (Canonical) CCOC(=O)CC(C(=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)O
SMILES (Isomeric) CCOC(=O)C[C@H](C(=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)O
InChI InChI=1S/C45H64O8/c1-9-51-38(49)26-33(47)40(50)52-27-45-23-18-31(28(2)3)39(45)32-15-16-35-42(6)21-20-36(53-37(48)17-12-29-10-13-30(46)14-11-29)41(4,5)34(42)19-22-44(35,8)43(32,7)24-25-45/h10-14,17,31-36,39,46-47H,2,9,15-16,18-27H2,1,3-8H3/b17-12+/t31-,32+,33+,34-,35+,36-,39+,42-,43+,44+,45+/m0/s1
InChI Key JQPRYSSYMOFCLC-GEPFCUPRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H64O8
Molecular Weight 733.00 g/mol
Exact Mass 732.46011900 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 10.70
Atomic LogP (AlogP) 8.83
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-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] 4-O-ethyl (2R)-2-hydroxybutanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9911 99.11%
Caco-2 - 0.8517 85.17%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8146 81.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8247 82.47%
OATP1B3 inhibitior + 0.9032 90.32%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9547 95.47%
P-glycoprotein inhibitior + 0.7770 77.70%
P-glycoprotein substrate + 0.6158 61.58%
CYP3A4 substrate + 0.7452 74.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8716 87.16%
CYP3A4 inhibition - 0.6991 69.91%
CYP2C9 inhibition - 0.6853 68.53%
CYP2C19 inhibition - 0.6691 66.91%
CYP2D6 inhibition - 0.9055 90.55%
CYP1A2 inhibition - 0.7176 71.76%
CYP2C8 inhibition + 0.8681 86.81%
CYP inhibitory promiscuity - 0.7582 75.82%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5968 59.68%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9129 91.29%
Skin irritation + 0.4940 49.40%
Skin corrosion - 0.9561 95.61%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6603 66.03%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8335 83.35%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8127 81.27%
Acute Oral Toxicity (c) III 0.4592 45.92%
Estrogen receptor binding + 0.8206 82.06%
Androgen receptor binding + 0.7987 79.87%
Thyroid receptor binding + 0.5369 53.69%
Glucocorticoid receptor binding + 0.7873 78.73%
Aromatase binding + 0.6832 68.32%
PPAR gamma + 0.7759 77.59%
Honey bee toxicity - 0.6598 65.98%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
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 97.61% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 95.87% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.84% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.06% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.94% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.81% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.76% 97.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 92.32% 90.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.76% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.42% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.34% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 87.79% 94.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.60% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.32% 89.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.18% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 85.42% 97.79%
CHEMBL206 P03372 Estrogen receptor alpha 85.24% 97.64%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.31% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.10% 99.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.62% 100.00%
CHEMBL5028 O14672 ADAM10 81.03% 97.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.96% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 80.64% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.60% 96.95%

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 101062666
LOTUS LTS0163582
wikiData Q105133585