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(2R,3R,4S,5S,6R)-2-[[(4aS,7R,8S,8aR)-8-[(Z)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-4,7,8-trimethyl-1,2,5,6,7,8a-hexahydronaphthalen-4a-yl]methoxy]-6-[[(2R,3S,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]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 dbc8e065-230c-4ed7-9754-0eda6a18970f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(4aS,7R,8S,8aR)-8-[(Z)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-4,7,8-trimethyl-1,2,5,6,7,8a-hexahydronaphthalen-4a-yl]methoxy]-6-[[(2R,3S,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H52O12/c1-18-7-11-30(19(2)5-4-6-22(30)29(18,3)10-8-20(13-33)9-12-32)16-41-27-25(37)24(36)23(35)21(43-27)14-40-28-26(38)31(39,15-34)17-42-28/h5,9,18,21-28,32-39H,4,6-8,10-17H2,1-3H3/b20-9-/t18-,21-,22-,23-,24+,25-,26-,27-,28-,29+,30-,31-/m1/s1
InChI Key NPAOTDZSUNRTOM-DYBVBKSPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H52O12
Molecular Weight 616.70 g/mol
Exact Mass 616.34587709 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.26
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(4aS,7R,8S,8aR)-8-[(Z)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-4,7,8-trimethyl-1,2,5,6,7,8a-hexahydronaphthalen-4a-yl]methoxy]-6-[[(2R,3S,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]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 + 0.6879 68.79%
Caco-2 - 0.8728 87.28%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6925 69.25%
OATP2B1 inhibitior - 0.5857 58.57%
OATP1B1 inhibitior + 0.8667 86.67%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.6212 62.12%
P-glycoprotein inhibitior + 0.6351 63.51%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7069 70.69%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9320 93.20%
CYP2C9 inhibition - 0.9177 91.77%
CYP2C19 inhibition - 0.9166 91.66%
CYP2D6 inhibition - 0.9363 93.63%
CYP1A2 inhibition - 0.9075 90.75%
CYP2C8 inhibition + 0.7104 71.04%
CYP inhibitory promiscuity - 0.9284 92.84%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5732 57.32%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9367 93.67%
Skin irritation - 0.5215 52.15%
Skin corrosion - 0.9467 94.67%
Ames mutagenesis - 0.6295 62.95%
Human Ether-a-go-go-Related Gene inhibition + 0.8439 84.39%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6708 67.08%
skin sensitisation - 0.9208 92.08%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7622 76.22%
Acute Oral Toxicity (c) I 0.8055 80.55%
Estrogen receptor binding + 0.7457 74.57%
Androgen receptor binding + 0.6613 66.13%
Thyroid receptor binding - 0.5492 54.92%
Glucocorticoid receptor binding - 0.4653 46.53%
Aromatase binding + 0.6759 67.59%
PPAR gamma + 0.5777 57.77%
Honey bee toxicity - 0.7566 75.66%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9074 90.74%

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 98.52% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.96% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.52% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 90.96% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.94% 100.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 90.78% 83.57%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.87% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.27% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.22% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.90% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.01% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 84.56% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.12% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.92% 94.45%
CHEMBL5028 O14672 ADAM10 83.27% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.97% 96.00%
CHEMBL4581 P52732 Kinesin-like protein 1 82.22% 93.18%
CHEMBL3401 O75469 Pregnane X receptor 81.86% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.67% 86.92%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.45% 92.94%
CHEMBL325 Q13547 Histone deacetylase 1 81.41% 95.92%
CHEMBL1871 P10275 Androgen Receptor 81.35% 96.43%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 80.87% 80.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.50% 96.90%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163105243
LOTUS LTS0142187
wikiData Q105182938