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(2S,3R,4S,5S)-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-16-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxane-3,4,5-triol

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 cf30b32c-a2d6-44ad-9f16-8f4a8ccfb73d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5S)-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-16-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H64O12/c1-20(2)14-21-15-38(7,52-34-31(46)29(44)24(42)17-48-34)32-22-8-9-26-36(5)12-11-27(50-33-30(45)28(43)23(41)16-47-33)35(3,4)25(36)10-13-37(26,6)39(22)18-40(32,51-21)49-19-39/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-/m0/s1
InChI Key AGYKYCQDUUPCBZ-KZBASBPBSA-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 3.20
Atomic LogP (AlogP) 2.78
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S)-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-16-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8162 81.62%
Caco-2 - 0.8689 86.89%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7567 75.67%
OATP2B1 inhibitior - 0.8696 86.96%
OATP1B1 inhibitior + 0.8608 86.08%
OATP1B3 inhibitior + 0.9153 91.53%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.6428 64.28%
P-glycoprotein inhibitior + 0.7698 76.98%
P-glycoprotein substrate - 0.5192 51.92%
CYP3A4 substrate + 0.7460 74.60%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8129 81.29%
CYP3A4 inhibition - 0.9499 94.99%
CYP2C9 inhibition - 0.8699 86.99%
CYP2C19 inhibition - 0.8906 89.06%
CYP2D6 inhibition - 0.9227 92.27%
CYP1A2 inhibition - 0.8900 89.00%
CYP2C8 inhibition + 0.7145 71.45%
CYP inhibitory promiscuity - 0.9405 94.05%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5436 54.36%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9113 91.13%
Skin irritation - 0.5888 58.88%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7743 77.43%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8738 87.38%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8311 83.11%
Acute Oral Toxicity (c) I 0.5899 58.99%
Estrogen receptor binding + 0.6324 63.24%
Androgen receptor binding + 0.7623 76.23%
Thyroid receptor binding - 0.5887 58.87%
Glucocorticoid receptor binding + 0.6120 61.20%
Aromatase binding + 0.6572 65.72%
PPAR gamma + 0.7040 70.40%
Honey bee toxicity - 0.5509 55.09%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9589 95.89%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.47% 96.09%
CHEMBL325 Q13547 Histone deacetylase 1 95.98% 95.92%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.62% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.32% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.70% 96.61%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.68% 82.69%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.59% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.06% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.36% 98.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.82% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.00% 97.14%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.86% 97.53%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.66% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 84.58% 90.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.08% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.06% 95.89%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 83.42% 97.47%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 83.24% 98.99%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.99% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.51% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.46% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.90% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.76% 92.62%
CHEMBL259 P32245 Melanocortin receptor 4 81.76% 95.38%
CHEMBL340 P08684 Cytochrome P450 3A4 81.32% 91.19%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 81.08% 97.34%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.06% 91.03%
CHEMBL2581 P07339 Cathepsin D 80.93% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.46% 95.50%

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.
There are no matching plants.

Cross-Links

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PubChem 11803086
LOTUS LTS0276402
wikiData Q104912100