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(2R,3R,4S,5S,6R)-2-[[(2S,4aS,5R,6R,8aR)-6-hydroxy-5-[(3R)-3-hydroxy-3-methylpent-4-enyl]-1,1,4a,6-tetramethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl]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 e8da1164-b6de-48c7-a491-492b25f06f55
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(2S,4aS,5R,6R,8aR)-6-hydroxy-5-[(3R)-3-hydroxy-3-methylpent-4-enyl]-1,1,4a,6-tetramethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H46O8/c1-7-24(4,31)11-8-17-25(5)12-10-18(23(2,3)16(25)9-13-26(17,6)32)34-22-21(30)20(29)19(28)15(14-27)33-22/h7,15-22,27-32H,1,8-14H2,2-6H3/t15-,16+,17-,18+,19-,20+,21-,22+,24+,25+,26-/m1/s1
InChI Key JTXFLAZGQLOXQD-HKCJKQQASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H46O8
Molecular Weight 486.60 g/mol
Exact Mass 486.31926842 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.49
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 7

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-[[(2S,4aS,5R,6R,8aR)-6-hydroxy-5-[(3R)-3-hydroxy-3-methylpent-4-enyl]-1,1,4a,6-tetramethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl]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 + 0.6738 67.38%
Caco-2 - 0.7838 78.38%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6848 68.48%
OATP2B1 inhibitior - 0.7200 72.00%
OATP1B1 inhibitior + 0.8241 82.41%
OATP1B3 inhibitior + 0.8396 83.96%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6542 65.42%
BSEP inhibitior - 0.7151 71.51%
P-glycoprotein inhibitior - 0.5271 52.71%
P-glycoprotein substrate - 0.8621 86.21%
CYP3A4 substrate + 0.6989 69.89%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.6689 66.89%
CYP2C9 inhibition - 0.8328 83.28%
CYP2C19 inhibition - 0.8118 81.18%
CYP2D6 inhibition - 0.9528 95.28%
CYP1A2 inhibition - 0.8192 81.92%
CYP2C8 inhibition + 0.5542 55.42%
CYP inhibitory promiscuity - 0.9516 95.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7541 75.41%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9536 95.36%
Skin irritation - 0.6500 65.00%
Skin corrosion - 0.9483 94.83%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8184 81.84%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7167 71.67%
skin sensitisation - 0.8945 89.45%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8118 81.18%
Acute Oral Toxicity (c) III 0.6188 61.88%
Estrogen receptor binding + 0.6954 69.54%
Androgen receptor binding + 0.5751 57.51%
Thyroid receptor binding + 0.5609 56.09%
Glucocorticoid receptor binding + 0.6906 69.06%
Aromatase binding + 0.7127 71.27%
PPAR gamma + 0.6394 63.94%
Honey bee toxicity - 0.7183 71.83%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9567 95.67%

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 96.64% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.61% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 93.06% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.93% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.85% 96.21%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.15% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.72% 97.36%
CHEMBL2996 Q05655 Protein kinase C delta 89.66% 97.79%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 88.93% 97.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.83% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.69% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.68% 92.94%
CHEMBL3524 P56524 Histone deacetylase 4 85.10% 92.97%
CHEMBL1937 Q92769 Histone deacetylase 2 84.99% 94.75%
CHEMBL1977 P11473 Vitamin D receptor 84.63% 99.43%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.34% 96.47%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.82% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.69% 91.24%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.25% 89.05%
CHEMBL206 P03372 Estrogen receptor alpha 83.06% 97.64%
CHEMBL2581 P07339 Cathepsin D 82.74% 98.95%
CHEMBL4302 P08183 P-glycoprotein 1 81.99% 92.98%
CHEMBL4581 P52732 Kinesin-like protein 1 81.69% 93.18%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.45% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.36% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.34% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.09% 95.50%
CHEMBL325 Q13547 Histone deacetylase 1 80.59% 95.92%
CHEMBL237 P41145 Kappa opioid receptor 80.01% 98.10%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.00% 86.33%

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.
Sagittaria trifolia

Cross-Links

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PubChem 101612224
LOTUS LTS0166955
wikiData Q105135061