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[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(acetyloxymethyl)-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-9-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

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 d6e21502-5561-40b3-8e66-3c16fa10b187
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(acetyloxymethyl)-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-9-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC=C(C=C6)O)C)COC(=O)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([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)COC(=O)C
InChI InChI=1S/C41H58O5/c1-26(2)30-17-22-41(25-45-27(3)42)24-23-39(7)31(36(30)41)14-15-33-38(6)20-19-34(37(4,5)32(38)18-21-40(33,39)8)46-35(44)16-11-28-9-12-29(43)13-10-28/h9-13,16,30-34,36,43H,1,14-15,17-25H2,2-8H3/b16-11+/t30-,31+,32-,33+,34-,36+,38-,39+,40+,41+/m0/s1
InChI Key BHHDZKIHTIOXAN-MHOREXKASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H58O5
Molecular Weight 630.90 g/mol
Exact Mass 630.42842495 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 11.20
Atomic LogP (AlogP) 9.54
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(acetyloxymethyl)-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-9-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 - 0.8340 83.40%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8848 88.48%
OATP2B1 inhibitior - 0.7122 71.22%
OATP1B1 inhibitior + 0.8274 82.74%
OATP1B3 inhibitior - 0.2950 29.50%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9753 97.53%
P-glycoprotein inhibitior + 0.7710 77.10%
P-glycoprotein substrate + 0.5352 53.52%
CYP3A4 substrate + 0.7259 72.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.5798 57.98%
CYP2C9 inhibition - 0.5940 59.40%
CYP2C19 inhibition - 0.6314 63.14%
CYP2D6 inhibition - 0.9179 91.79%
CYP1A2 inhibition - 0.6188 61.88%
CYP2C8 inhibition + 0.8816 88.16%
CYP inhibitory promiscuity - 0.7317 73.17%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6411 64.11%
Eye corrosion - 0.9949 99.49%
Eye irritation - 0.9196 91.96%
Skin irritation - 0.6288 62.88%
Skin corrosion - 0.9712 97.12%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7422 74.22%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.7834 78.34%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7741 77.41%
Acute Oral Toxicity (c) III 0.6965 69.65%
Estrogen receptor binding + 0.7892 78.92%
Androgen receptor binding + 0.8077 80.77%
Thyroid receptor binding + 0.5303 53.03%
Glucocorticoid receptor binding + 0.7832 78.32%
Aromatase binding + 0.7439 74.39%
PPAR gamma + 0.7606 76.06%
Honey bee toxicity - 0.7047 70.47%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5600 56.00%
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 97.38% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.19% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.15% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.67% 86.33%
CHEMBL206 P03372 Estrogen receptor alpha 92.62% 97.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.06% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.91% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.51% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.03% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.61% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.85% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.52% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.07% 94.75%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.92% 97.28%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.76% 100.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.85% 90.93%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.63% 89.62%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 82.41% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.28% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 82.04% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 81.98% 97.79%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 81.66% 83.65%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.56% 99.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.46% 100.00%

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 101936597
LOTUS LTS0128433
wikiData Q104935953