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(2S,3R,4S,5S)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,17R,20R)-16-hydroxy-2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxane-3,5-diol

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 a0c3b14f-f40f-4f2b-be84-5f658cc6c28d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5S)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,17R,20R)-16-hydroxy-2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxane-3,5-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H64O12/c1-20(2)14-21-16-48-40-18-39(19-49-40)22(32(40)38(21,7)46)8-9-26-36(5)12-11-27(35(3,4)25(36)10-13-37(26,39)6)51-33-30(45)31(23(42)17-47-33)52-34-29(44)28(43)24(15-41)50-34/h14,21-34,41-46H,8-13,15-19H2,1-7H3/t21-,22-,23+,24+,25+,26-,27+,28+,29-,30-,31+,32+,33+,34+,36+,37-,38+,39+,40-/m1/s1
InChI Key CTYBKAAFZOINFE-LLXQSHLHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H64O12
Molecular Weight 736.90 g/mol
Exact Mass 736.43977747 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.64
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,17R,20R)-16-hydroxy-2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxane-3,5-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7395 73.95%
Caco-2 - 0.8795 87.95%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8134 81.34%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.4766 47.66%
P-glycoprotein inhibitior + 0.7615 76.15%
P-glycoprotein substrate - 0.5296 52.96%
CYP3A4 substrate + 0.7468 74.68%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8348 83.48%
CYP3A4 inhibition - 0.9226 92.26%
CYP2C9 inhibition - 0.8642 86.42%
CYP2C19 inhibition - 0.9010 90.10%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.6807 68.07%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5717 57.17%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9133 91.33%
Skin irritation - 0.5769 57.69%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8169 81.69%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8556 85.56%
Acute Oral Toxicity (c) I 0.6698 66.98%
Estrogen receptor binding + 0.6992 69.92%
Androgen receptor binding + 0.7494 74.94%
Thyroid receptor binding - 0.5934 59.34%
Glucocorticoid receptor binding + 0.6469 64.69%
Aromatase binding + 0.6632 66.32%
PPAR gamma + 0.7070 70.70%
Honey bee toxicity - 0.5702 57.02%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9306 93.06%

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 96.88% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.11% 96.09%
CHEMBL325 Q13547 Histone deacetylase 1 94.62% 95.92%
CHEMBL226 P30542 Adenosine A1 receptor 93.42% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.61% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 90.25% 94.75%
CHEMBL2581 P07339 Cathepsin D 90.22% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.46% 97.09%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 88.78% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.07% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.91% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.79% 94.45%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.20% 97.28%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.57% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.48% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.58% 91.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.43% 97.14%
CHEMBL3589 P55263 Adenosine kinase 84.27% 98.05%
CHEMBL3524 P56524 Histone deacetylase 4 83.30% 92.97%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.63% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.29% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.17% 92.62%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.85% 98.75%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.35% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 80.04% 98.10%

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.
Bacopa monnieri

Cross-Links

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PubChem 9918393
LOTUS LTS0014893
wikiData Q104970123