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(1R,3aS,5aR,5bR,7aR,9R,10R,11aS,11bR,13aR,13bS)-9-hydroxy-10-[(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]chrysene-3a-carboxylic acid

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 8bb75073-f7cb-4395-bbdb-744f67a1d016
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aS,5aR,5bR,7aR,9R,10R,11aS,11bR,13aR,13bS)-9-hydroxy-10-[(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]chrysene-3a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H54O6/c1-23(2)26-16-19-39(34(43)44)21-20-37(6)27(32(26)39)13-14-30-36(5)22-28(33(42)35(3,4)29(36)17-18-38(30,37)7)45-31(41)15-10-24-8-11-25(40)12-9-24/h8-12,15,26-30,32-33,40,42H,1,13-14,16-22H2,2-7H3,(H,43,44)/b15-10+/t26-,27+,28+,29-,30+,32-,33-,36+,37+,38+,39-/m0/s1
InChI Key LCHMSLHVXVQJDG-GTPDHZIWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H54O6
Molecular Weight 618.80 g/mol
Exact Mass 618.39203944 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 9.50
Atomic LogP (AlogP) 8.03
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aS,5aR,5bR,7aR,9R,10R,11aS,11bR,13aR,13bS)-9-hydroxy-10-[(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]chrysene-3a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9916 99.16%
Caco-2 - 0.8389 83.89%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8596 85.96%
OATP2B1 inhibitior - 0.5709 57.09%
OATP1B1 inhibitior + 0.8499 84.99%
OATP1B3 inhibitior - 0.6554 65.54%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.9401 94.01%
P-glycoprotein inhibitior + 0.6624 66.24%
P-glycoprotein substrate - 0.5121 51.21%
CYP3A4 substrate + 0.7168 71.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8772 87.72%
CYP3A4 inhibition - 0.6829 68.29%
CYP2C9 inhibition - 0.7116 71.16%
CYP2C19 inhibition - 0.6678 66.78%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition + 0.5373 53.73%
CYP2C8 inhibition + 0.8576 85.76%
CYP inhibitory promiscuity - 0.8097 80.97%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6228 62.28%
Eye corrosion - 0.9945 99.45%
Eye irritation - 0.9214 92.14%
Skin irritation - 0.5141 51.41%
Skin corrosion - 0.9486 94.86%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7389 73.89%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.7142 71.42%
skin sensitisation - 0.7380 73.80%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7191 71.91%
Acute Oral Toxicity (c) III 0.5163 51.63%
Estrogen receptor binding + 0.7651 76.51%
Androgen receptor binding + 0.7931 79.31%
Thyroid receptor binding + 0.5202 52.02%
Glucocorticoid receptor binding + 0.6885 68.85%
Aromatase binding + 0.7160 71.60%
PPAR gamma + 0.7084 70.84%
Honey bee toxicity - 0.6663 66.63%
Biodegradation - 0.8250 82.50%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.03% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.97% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.09% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.43% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.00% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.31% 97.09%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 89.81% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.50% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.42% 94.08%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 88.39% 94.97%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.21% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.55% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 87.35% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 87.33% 91.19%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.61% 97.33%
CHEMBL1951 P21397 Monoamine oxidase A 85.33% 91.49%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.15% 100.00%
CHEMBL206 P03372 Estrogen receptor alpha 84.21% 97.64%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.08% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.75% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.30% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.78% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.13% 92.94%
CHEMBL2996 Q05655 Protein kinase C delta 81.87% 97.79%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163013177
LOTUS LTS0153709
wikiData Q105149826