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[9-[3-(4-Hydroxyphenyl)prop-2-enoyloxy]-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 hexadecanoate

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 e840487c-c61b-4d18-bf19-9db4b7926917
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [9-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-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 hexadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCC(=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) CCCCCCCCCCCCCCCC(=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
InChI InChI=1S/C55H86O5/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-22-48(57)59-39-55-36-31-43(40(2)3)50(55)44-28-29-46-52(6)34-33-47(60-49(58)30-25-41-23-26-42(56)27-24-41)51(4,5)45(52)32-35-54(46,8)53(44,7)37-38-55/h23-27,30,43-47,50,56H,2,9-22,28-29,31-39H2,1,3-8H3
InChI Key BNIWLFQIYHLZHJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H86O5
Molecular Weight 827.30 g/mol
Exact Mass 826.64752584 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 18.50
Atomic LogP (AlogP) 15.00
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [9-[3-(4-Hydroxyphenyl)prop-2-enoyloxy]-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 hexadecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9970 99.70%
Caco-2 - 0.8512 85.12%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.8481 84.81%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.8111 81.11%
OATP1B3 inhibitior + 0.8729 87.29%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9842 98.42%
P-glycoprotein inhibitior + 0.7561 75.61%
P-glycoprotein substrate + 0.6568 65.68%
CYP3A4 substrate + 0.7417 74.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.5209 52.09%
CYP2C9 inhibition - 0.5797 57.97%
CYP2C19 inhibition - 0.5703 57.03%
CYP2D6 inhibition - 0.8940 89.40%
CYP1A2 inhibition - 0.6824 68.24%
CYP2C8 inhibition + 0.8974 89.74%
CYP inhibitory promiscuity - 0.6131 61.31%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6282 62.82%
Eye corrosion - 0.9947 99.47%
Eye irritation - 0.9051 90.51%
Skin irritation - 0.6448 64.48%
Skin corrosion - 0.9721 97.21%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7462 74.62%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8012 80.12%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.8243 82.43%
Acute Oral Toxicity (c) III 0.7292 72.92%
Estrogen receptor binding + 0.8124 81.24%
Androgen receptor binding + 0.7969 79.69%
Thyroid receptor binding + 0.5291 52.91%
Glucocorticoid receptor binding + 0.7204 72.04%
Aromatase binding + 0.6457 64.57%
PPAR gamma + 0.7527 75.27%
Honey bee toxicity - 0.7392 73.92%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7287 72.87%
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
CHEMBL2996 Q05655 Protein kinase C delta 98.00% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.89% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.32% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.03% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.26% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.22% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.95% 98.95%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 92.97% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 92.53% 98.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 92.48% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.87% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.52% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.52% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 88.30% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.49% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.51% 92.94%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.08% 89.62%
CHEMBL340 P08684 Cytochrome P450 3A4 85.58% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.50% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.85% 100.00%
CHEMBL206 P03372 Estrogen receptor alpha 84.02% 97.64%
CHEMBL1937 Q92769 Histone deacetylase 2 81.23% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.28% 82.69%
CHEMBL242 Q92731 Estrogen receptor beta 80.26% 98.35%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.20% 92.86%

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 85246450
LOTUS LTS0072439
wikiData Q104938824