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(2S,3R,4S,5S,6R)-2-[(1R,2R,4R)-2,4-dihydroxy-2-[(3S)-3-hydroxybut-1-enyl]-1,3,3-trimethylcyclohexyl]oxy-6-(hydroxymethyl)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 2467e3d0-7a92-4873-889b-8c68082df25e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[(1R,2R,4R)-2,4-dihydroxy-2-[(3S)-3-hydroxybut-1-enyl]-1,3,3-trimethylcyclohexyl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(C=CC1(C(C(CCC1(C)OC2C(C(C(C(O2)CO)O)O)O)O)(C)C)O)O
SMILES (Isomeric) C[C@@H](C=C[C@@]1([C@](CC[C@H](C1(C)C)O)(C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O
InChI InChI=1S/C19H34O9/c1-10(21)5-8-19(26)17(2,3)12(22)6-7-18(19,4)28-16-15(25)14(24)13(23)11(9-20)27-16/h5,8,10-16,20-26H,6-7,9H2,1-4H3/t10-,11+,12+,13+,14-,15+,16-,18+,19+/m0/s1
InChI Key KHIQEGWMYKWUIK-NPPBYUODSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H34O9
Molecular Weight 406.50 g/mol
Exact Mass 406.22028266 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -1.59
H-Bond Acceptor 9
H-Bond Donor 7
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,6R)-2-[(1R,2R,4R)-2,4-dihydroxy-2-[(3S)-3-hydroxybut-1-enyl]-1,3,3-trimethylcyclohexyl]oxy-6-(hydroxymethyl)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 - 0.5710 57.10%
Caco-2 - 0.7697 76.97%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7691 76.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9114 91.14%
OATP1B3 inhibitior + 0.8920 89.20%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.8993 89.93%
P-glycoprotein inhibitior - 0.8172 81.72%
P-glycoprotein substrate - 0.8900 89.00%
CYP3A4 substrate + 0.6270 62.70%
CYP2C9 substrate - 0.8085 80.85%
CYP2D6 substrate - 0.8460 84.60%
CYP3A4 inhibition - 0.7624 76.24%
CYP2C9 inhibition - 0.8119 81.19%
CYP2C19 inhibition - 0.8976 89.76%
CYP2D6 inhibition - 0.9475 94.75%
CYP1A2 inhibition - 0.8799 87.99%
CYP2C8 inhibition - 0.7749 77.49%
CYP inhibitory promiscuity - 0.9173 91.73%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7029 70.29%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9770 97.70%
Skin irritation - 0.7278 72.78%
Skin corrosion - 0.9420 94.20%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5904 59.04%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7351 73.51%
skin sensitisation - 0.8465 84.65%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity - 0.5222 52.22%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.8020 80.20%
Acute Oral Toxicity (c) III 0.7065 70.65%
Estrogen receptor binding - 0.4900 49.00%
Androgen receptor binding + 0.5754 57.54%
Thyroid receptor binding + 0.6433 64.33%
Glucocorticoid receptor binding - 0.5166 51.66%
Aromatase binding + 0.6464 64.64%
PPAR gamma - 0.4885 48.85%
Honey bee toxicity - 0.7563 75.63%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.8300 83.00%
Fish aquatic toxicity + 0.6635 66.35%

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 95.99% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.04% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.82% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.16% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 91.89% 95.93%
CHEMBL1937 Q92769 Histone deacetylase 2 91.41% 94.75%
CHEMBL237 P41145 Kappa opioid receptor 89.42% 98.10%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.58% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.53% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.74% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.59% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.67% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.39% 100.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 85.27% 92.32%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.66% 92.86%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.07% 90.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.92% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.23% 95.83%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.62% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.60% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.02% 90.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.92% 91.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.30% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.60% 92.78%

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 163089533
LOTUS LTS0044100
wikiData Q105141166