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[(5S,8R,9S,10R,13S,14R,17R)-17-[(2S)-2-hydroxy-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] 3-(3,4-dihydroxyphenyl)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 989afd23-b2d9-40c4-9f0e-99b7507615cc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(5S,8R,9S,10R,13S,14R,17R)-17-[(2S)-2-hydroxy-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] 3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H58O5/c1-25(2)10-9-20-39(8,43)28-17-22-37(6)27(28)13-15-32-36(5)21-19-33(35(3,4)31(36)18-23-38(32,37)7)44-34(42)16-12-26-11-14-29(40)30(41)24-26/h10-12,14,16,24,27-28,31-33,40-41,43H,9,13,15,17-23H2,1-8H3/t27-,28+,31+,32-,33?,36-,37+,38+,39-/m0/s1
InChI Key YVMAYTYEFBTXFR-USLWSWIOSA-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 10.50
Atomic LogP (AlogP) 9.21
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5S,8R,9S,10R,13S,14R,17R)-17-[(2S)-2-hydroxy-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] 3-(3,4-dihydroxyphenyl)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 + 0.9940 99.40%
Caco-2 - 0.8170 81.70%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8589 85.89%
OATP2B1 inhibitior + 0.5721 57.21%
OATP1B1 inhibitior + 0.8489 84.89%
OATP1B3 inhibitior - 0.2455 24.55%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9858 98.58%
P-glycoprotein inhibitior + 0.7770 77.70%
P-glycoprotein substrate - 0.6691 66.91%
CYP3A4 substrate + 0.7237 72.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8802 88.02%
CYP3A4 inhibition - 0.7670 76.70%
CYP2C9 inhibition - 0.6240 62.40%
CYP2C19 inhibition + 0.5207 52.07%
CYP2D6 inhibition - 0.9056 90.56%
CYP1A2 inhibition + 0.5678 56.78%
CYP2C8 inhibition + 0.7699 76.99%
CYP inhibitory promiscuity - 0.7557 75.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6602 66.02%
Eye corrosion - 0.9955 99.55%
Eye irritation - 0.9231 92.31%
Skin irritation - 0.5177 51.77%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7675 76.75%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6681 66.81%
skin sensitisation - 0.7820 78.20%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.9323 93.23%
Acute Oral Toxicity (c) III 0.3682 36.82%
Estrogen receptor binding + 0.7832 78.32%
Androgen receptor binding + 0.8198 81.98%
Thyroid receptor binding + 0.5471 54.71%
Glucocorticoid receptor binding + 0.8152 81.52%
Aromatase binding + 0.7627 76.27%
PPAR gamma + 0.7608 76.08%
Honey bee toxicity - 0.6899 68.99%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5800 58.00%
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 99.66% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.03% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.36% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.82% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 92.92% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.83% 95.56%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 90.70% 80.78%
CHEMBL2581 P07339 Cathepsin D 90.59% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.30% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.11% 92.94%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.92% 91.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.81% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.75% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.63% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.97% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.22% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.64% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.70% 97.28%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.60% 91.07%
CHEMBL5028 O14672 ADAM10 80.06% 97.50%

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
Betula pendula subsp. mandshurica

Cross-Links

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PubChem 138114011
LOTUS LTS0037988
wikiData Q105365599