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[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-(2-hydroxypropan-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (Z)-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 52aa268d-c2cf-492d-b402-e30c691ff0c9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-(2-hydroxypropan-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC(=O)C=CC4=CC=C(C=C4)O)C)CCC5C3(CCC6(C5C(CC6)C(C)(C)O)C)C)C)C
SMILES (Isomeric) C[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/C39H58O4/c1-34(2)29-18-22-39(8)30(15-14-28-33-27(35(3,4)42)17-20-36(33,5)23-24-38(28,39)7)37(29,6)21-19-31(34)43-32(41)16-11-25-9-12-26(40)13-10-25/h9-13,16,27-31,33,40,42H,14-15,17-24H2,1-8H3/b16-11-/t27-,28-,29+,30-,31+,33-,36-,37+,38-,39-/m1/s1
InChI Key DQFLZIDDGJOZFU-PEMZTGMSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H58O4
Molecular Weight 590.90 g/mol
Exact Mass 590.43351033 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 10.70
Atomic LogP (AlogP) 9.19
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-(2-hydroxypropan-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (Z)-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 + 0.9949 99.49%
Caco-2 - 0.8143 81.43%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8534 85.34%
OATP2B1 inhibitior - 0.5694 56.94%
OATP1B1 inhibitior + 0.8505 85.05%
OATP1B3 inhibitior - 0.2594 25.94%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.9632 96.32%
P-glycoprotein inhibitior + 0.7099 70.99%
P-glycoprotein substrate - 0.6827 68.27%
CYP3A4 substrate + 0.7299 72.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8828 88.28%
CYP3A4 inhibition - 0.6853 68.53%
CYP2C9 inhibition - 0.8372 83.72%
CYP2C19 inhibition - 0.7439 74.39%
CYP2D6 inhibition - 0.9527 95.27%
CYP1A2 inhibition + 0.5613 56.13%
CYP2C8 inhibition + 0.8494 84.94%
CYP inhibitory promiscuity - 0.7877 78.77%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5975 59.75%
Eye corrosion - 0.9956 99.56%
Eye irritation - 0.9313 93.13%
Skin irritation + 0.5055 50.55%
Skin corrosion - 0.9643 96.43%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7067 70.67%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7446 74.46%
skin sensitisation - 0.8147 81.47%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7954 79.54%
Acute Oral Toxicity (c) III 0.6016 60.16%
Estrogen receptor binding + 0.7404 74.04%
Androgen receptor binding + 0.8145 81.45%
Thyroid receptor binding + 0.5864 58.64%
Glucocorticoid receptor binding + 0.7543 75.43%
Aromatase binding + 0.7669 76.69%
PPAR gamma + 0.7256 72.56%
Honey bee toxicity - 0.6977 69.77%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6200 62.00%
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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.30% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.80% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.28% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.71% 86.33%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 91.89% 90.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.49% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.64% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.41% 95.89%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 88.45% 94.97%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.90% 92.94%
CHEMBL2581 P07339 Cathepsin D 87.85% 98.95%
CHEMBL206 P03372 Estrogen receptor alpha 87.63% 97.64%
CHEMBL1937 Q92769 Histone deacetylase 2 85.52% 94.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.44% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.34% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.81% 94.23%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.55% 85.31%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.50% 85.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.44% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.30% 93.99%
CHEMBL2996 Q05655 Protein kinase C delta 82.29% 97.79%
CHEMBL3194 P02766 Transthyretin 81.88% 90.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.15% 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.
Salvia montbretii

Cross-Links

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PubChem 101663488
LOTUS LTS0134683
wikiData Q104986909