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[(3S,5S,8R,9R,10R,13R,14R,17S)-17-[(E,2S)-2,7-dihydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-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 dceb82c0-45c7-4e8b-a392-b300484e7295
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5S,8R,9R,10R,13R,14R,17S)-17-[(E,2S)-2,7-dihydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC(=O)C=CC5=CC=C(C=C5)O)C)C)C)O)CO
SMILES (Isomeric) C/C(=C\CC[C@@](C)([C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2(CC[C@H]4[C@@]3(CC[C@@H](C4(C)C)OC(=O)/C=C/C5=CC=C(C=C5)O)C)C)C)O)/CO
InChI InChI=1S/C39H58O5/c1-26(25-40)9-8-21-39(7,43)30-18-23-37(5)29(30)15-16-32-36(4)22-20-33(35(2,3)31(36)19-24-38(32,37)6)44-34(42)17-12-27-10-13-28(41)14-11-27/h9-14,17,29-33,40-41,43H,8,15-16,18-25H2,1-7H3/b17-12+,26-9+/t29-,30+,31-,32-,33+,36+,37-,38-,39+/m1/s1
InChI Key CDIRJUWHWWLLQA-AWPSIURNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H58O5
Molecular Weight 606.90 g/mol
Exact Mass 606.42842495 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 9.60
Atomic LogP (AlogP) 8.47
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5S,8R,9R,10R,13R,14R,17S)-17-[(E,2S)-2,7-dihydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-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 + 0.9963 99.63%
Caco-2 - 0.8162 81.62%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8864 88.64%
OATP2B1 inhibitior - 0.5668 56.68%
OATP1B1 inhibitior + 0.8138 81.38%
OATP1B3 inhibitior - 0.2340 23.40%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6568 65.68%
BSEP inhibitior + 0.9901 99.01%
P-glycoprotein inhibitior + 0.7632 76.32%
P-glycoprotein substrate - 0.5549 55.49%
CYP3A4 substrate + 0.7431 74.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8847 88.47%
CYP3A4 inhibition - 0.6171 61.71%
CYP2C9 inhibition - 0.6751 67.51%
CYP2C19 inhibition - 0.7635 76.35%
CYP2D6 inhibition - 0.9047 90.47%
CYP1A2 inhibition - 0.5906 59.06%
CYP2C8 inhibition + 0.8318 83.18%
CYP inhibitory promiscuity - 0.5709 57.09%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6665 66.65%
Eye corrosion - 0.9961 99.61%
Eye irritation - 0.9299 92.99%
Skin irritation - 0.5841 58.41%
Skin corrosion - 0.9710 97.10%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8247 82.47%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8128 81.28%
skin sensitisation - 0.8419 84.19%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8236 82.36%
Acute Oral Toxicity (c) III 0.6012 60.12%
Estrogen receptor binding + 0.7621 76.21%
Androgen receptor binding + 0.8045 80.45%
Thyroid receptor binding + 0.5754 57.54%
Glucocorticoid receptor binding + 0.7863 78.63%
Aromatase binding + 0.7473 74.73%
PPAR gamma + 0.7527 75.27%
Honey bee toxicity - 0.6971 69.71%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6500 65.00%
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 97.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.32% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.54% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.49% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.83% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.85% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.64% 97.09%
CHEMBL206 P03372 Estrogen receptor alpha 87.58% 97.64%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.53% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.19% 100.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 85.82% 94.97%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.49% 89.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.81% 89.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.77% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.49% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.12% 93.99%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.21% 100.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.90% 90.93%
CHEMBL2996 Q05655 Protein kinase C delta 82.88% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.87% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.40% 97.28%
CHEMBL1937 Q92769 Histone deacetylase 2 81.06% 94.75%

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.
Betula maximowicziana

Cross-Links

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PubChem 163185070
LOTUS LTS0054827
wikiData Q104954511