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(2S,3R,4S,5S,6R)-2-[[(4aR,4bS,5S,7R,8aR,9S,10aS)-7-ethenyl-5,8a-dihydroxy-4a-(hydroxymethyl)-1,1,7-trimethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-9-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 084454ea-e779-43ed-92cb-702df1024114
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[[(4aR,4bS,5S,7R,8aR,9S,10aS)-7-ethenyl-5,8a-dihydroxy-4a-(hydroxymethyl)-1,1,7-trimethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(CCCC2(C1CC(C3(C2C(CC(C3)(C)C=C)O)O)OC4C(C(C(C(O4)CO)O)O)O)CO)C
SMILES (Isomeric) C[C@]1(C[C@@H]([C@@H]2[C@]3(CCCC([C@@H]3C[C@@H]([C@]2(C1)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)(C)C)CO)O)C=C
InChI InChI=1S/C26H44O9/c1-5-24(4)10-14(29)21-25(13-28)8-6-7-23(2,3)16(25)9-17(26(21,33)12-24)35-22-20(32)19(31)18(30)15(11-27)34-22/h5,14-22,27-33H,1,6-13H2,2-4H3/t14-,15+,16-,17-,18+,19-,20+,21+,22-,24+,25+,26-/m0/s1
InChI Key KXHQDUOYXAVCKN-MYUSXCGBSA-N
Popularity 0 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 1.00
Atomic LogP (AlogP) 0.07
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-[[(4aR,4bS,5S,7R,8aR,9S,10aS)-7-ethenyl-5,8a-dihydroxy-4a-(hydroxymethyl)-1,1,7-trimethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-9-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 + 0.5851 58.51%
Caco-2 - 0.8026 80.26%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6683 66.83%
OATP2B1 inhibitior - 0.7214 72.14%
OATP1B1 inhibitior + 0.8648 86.48%
OATP1B3 inhibitior + 0.8451 84.51%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6021 60.21%
P-glycoprotein inhibitior - 0.6251 62.51%
P-glycoprotein substrate - 0.7858 78.58%
CYP3A4 substrate + 0.6907 69.07%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.7896 78.96%
CYP2C9 inhibition - 0.8537 85.37%
CYP2C19 inhibition - 0.7954 79.54%
CYP2D6 inhibition - 0.9517 95.17%
CYP1A2 inhibition - 0.8603 86.03%
CYP2C8 inhibition + 0.5659 56.59%
CYP inhibitory promiscuity - 0.9636 96.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7365 73.65%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9486 94.86%
Skin irritation - 0.6903 69.03%
Skin corrosion - 0.9492 94.92%
Ames mutagenesis - 0.6554 65.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8540 85.40%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7191 71.91%
skin sensitisation - 0.8924 89.24%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7231 72.31%
Acute Oral Toxicity (c) III 0.6029 60.29%
Estrogen receptor binding + 0.6940 69.40%
Androgen receptor binding + 0.6633 66.33%
Thyroid receptor binding + 0.5589 55.89%
Glucocorticoid receptor binding + 0.5722 57.22%
Aromatase binding + 0.7039 70.39%
PPAR gamma + 0.6089 60.89%
Honey bee toxicity - 0.6337 63.37%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9448 94.48%

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 98.07% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.53% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.81% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.12% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.47% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.46% 95.50%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.82% 100.00%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 86.44% 97.34%
CHEMBL226 P30542 Adenosine A1 receptor 85.45% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.56% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.80% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.67% 89.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.61% 82.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.48% 94.45%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.19% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.16% 95.89%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.84% 97.50%
CHEMBL259 P32245 Melanocortin receptor 4 81.32% 95.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.13% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.98% 96.95%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.41% 82.38%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.09% 96.21%

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.
Aster auriculatus

Cross-Links

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PubChem 101713125
LOTUS LTS0038656
wikiData Q105147340