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[(3R,5S,8R,9R,10R,12R,13R,14R,17R)-3,17-dihydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] acetate

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 8ef862fb-d16a-4427-b3d1-be2a74d4fd4f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3R,5S,8R,9R,10R,12R,13R,14R,17R)-3,17-dihydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H54O5/c1-20(2)11-10-14-31(9,35)32(36)18-17-30(8)26(32)22(37-21(3)33)19-24-28(6)15-13-25(34)27(4,5)23(28)12-16-29(24,30)7/h11,22-26,34-36H,10,12-19H2,1-9H3/t22-,23-,24-,25-,26+,28+,29-,30-,31+,32-/m1/s1
InChI Key OKFUMXYKQQZGEL-ORUFPOAGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H54O5
Molecular Weight 518.80 g/mol
Exact Mass 518.39712482 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.19
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 [(3R,5S,8R,9R,10R,12R,13R,14R,17R)-3,17-dihydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9868 98.68%
Caco-2 - 0.6481 64.81%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8170 81.70%
OATP2B1 inhibitior - 0.5749 57.49%
OATP1B1 inhibitior + 0.8651 86.51%
OATP1B3 inhibitior - 0.2810 28.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8813 88.13%
P-glycoprotein inhibitior + 0.6096 60.96%
P-glycoprotein substrate - 0.7546 75.46%
CYP3A4 substrate + 0.7120 71.20%
CYP2C9 substrate - 0.8092 80.92%
CYP2D6 substrate - 0.8650 86.50%
CYP3A4 inhibition - 0.8323 83.23%
CYP2C9 inhibition - 0.7447 74.47%
CYP2C19 inhibition - 0.7068 70.68%
CYP2D6 inhibition - 0.9552 95.52%
CYP1A2 inhibition - 0.8117 81.17%
CYP2C8 inhibition + 0.5097 50.97%
CYP inhibitory promiscuity - 0.9089 90.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6577 65.77%
Eye corrosion - 0.9947 99.47%
Eye irritation - 0.9289 92.89%
Skin irritation + 0.6605 66.05%
Skin corrosion - 0.9510 95.10%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6459 64.59%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7267 72.67%
skin sensitisation - 0.7640 76.40%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6680 66.80%
Acute Oral Toxicity (c) I 0.6441 64.41%
Estrogen receptor binding + 0.7394 73.94%
Androgen receptor binding + 0.6809 68.09%
Thyroid receptor binding + 0.6479 64.79%
Glucocorticoid receptor binding + 0.7446 74.46%
Aromatase binding + 0.7503 75.03%
PPAR gamma + 0.6764 67.64%
Honey bee toxicity - 0.6317 63.17%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9957 99.57%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.27% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.01% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.02% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.94% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.17% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 88.62% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.10% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.97% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.29% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.18% 86.33%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 86.05% 90.93%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.15% 94.62%
CHEMBL2581 P07339 Cathepsin D 84.84% 98.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.84% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 83.91% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 83.67% 90.17%
CHEMBL5028 O14672 ADAM10 83.07% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.95% 100.00%
CHEMBL1914 P06276 Butyrylcholinesterase 81.74% 95.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.74% 94.33%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.33% 94.23%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.56% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.26% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.23% 91.24%

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 162896739
LOTUS LTS0157686
wikiData Q105193525