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(2R,3R,4S,5S,6R)-2-[[(4R,4aR,4bR,5R,7S,8R,8aR,10aR)-7-ethenyl-5,8,8a-trihydroxy-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-4-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 ee7162ec-e1d2-4e48-817d-520a31d43dc3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(4R,4aR,4bR,5R,7S,8R,8aR,10aR)-7-ethenyl-5,8,8a-trihydroxy-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-4-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H44O9/c1-6-24(4)11-13(28)20-25(5)15(7-10-26(20,33)22(24)32)23(2,3)9-8-16(25)35-21-19(31)18(30)17(29)14(12-27)34-21/h6,13-22,27-33H,1,7-12H2,2-5H3/t13-,14-,15-,16-,17-,18+,19-,20+,21+,22-,24-,25+,26-/m1/s1
InChI Key XTDFNONBSRMJDQ-YUJRZAHASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H44O9
Molecular Weight 500.60 g/mol
Exact Mass 500.29853298 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.07
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 4

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-[[(4R,4aR,4bR,5R,7S,8R,8aR,10aR)-7-ethenyl-5,8,8a-trihydroxy-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-4-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 - 0.8210 82.10%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6848 68.48%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.8709 87.09%
OATP1B3 inhibitior + 0.8396 83.96%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6542 65.42%
BSEP inhibitior - 0.6454 64.54%
P-glycoprotein inhibitior - 0.6049 60.49%
P-glycoprotein substrate - 0.8199 81.99%
CYP3A4 substrate + 0.6750 67.50%
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 + 0.4490 44.90%
CYP inhibitory promiscuity - 0.9516 95.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7541 75.41%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9497 94.97%
Skin irritation - 0.6500 65.00%
Skin corrosion - 0.9483 94.83%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6599 65.99%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7476 74.76%
skin sensitisation - 0.8945 89.45%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7269 72.69%
Acute Oral Toxicity (c) III 0.6188 61.88%
Estrogen receptor binding + 0.6675 66.75%
Androgen receptor binding + 0.6593 65.93%
Thyroid receptor binding + 0.5494 54.94%
Glucocorticoid receptor binding + 0.6137 61.37%
Aromatase binding + 0.7318 73.18%
PPAR gamma + 0.6242 62.42%
Honey bee toxicity - 0.6795 67.95%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6500 65.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.00% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.07% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.64% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 92.12% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.25% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.68% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.28% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.82% 96.61%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.17% 96.21%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.49% 91.24%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 85.23% 95.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.06% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.49% 91.07%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.01% 95.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.85% 91.03%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.66% 92.88%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.54% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.16% 92.86%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.00% 95.83%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.51% 82.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.40% 97.14%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.89% 97.47%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.74% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.71% 92.94%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.59% 95.00%
CHEMBL259 P32245 Melanocortin receptor 4 80.67% 95.38%

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.
Isodon nervosus

Cross-Links

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PubChem 162886795
LOTUS LTS0011707
wikiData Q105341466