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(2R,3R,4S,5S,6R)-2-[(2S)-2-[(2S,4aR,4bR,6R,8aR)-6-hydroxy-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl]-2-hydroxyethoxy]-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 aecb23ae-0879-48dd-91c4-9748837f5076
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[(2S)-2-[(2S,4aR,4bR,6R,8aR)-6-hydroxy-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl]-2-hydroxyethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(CC(CC2(C1CC=C3C2CCC(C3)(C)C(COC4C(C(C(C(O4)CO)O)O)O)O)C)O)C
SMILES (Isomeric) C[C@@]1(CC[C@@H]2C(=CC[C@H]3[C@]2(C[C@@H](CC3(C)C)O)C)C1)[C@@H](CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
InChI InChI=1S/C26H44O8/c1-24(2)10-15(28)11-26(4)16-7-8-25(3,9-14(16)5-6-18(24)26)19(29)13-33-23-22(32)21(31)20(30)17(12-27)34-23/h5,15-23,27-32H,6-13H2,1-4H3/t15-,16-,17-,18-,19-,20-,21+,22-,23-,25+,26+/m1/s1
InChI Key KSXIPKWHTMLIMK-UMVBEDKUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H44O8
Molecular Weight 484.60 g/mol
Exact Mass 484.30361836 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.10
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 5

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)-2-[(2S,4aR,4bR,6R,8aR)-6-hydroxy-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl]-2-hydroxyethoxy]-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 + 0.7596 75.96%
Caco-2 - 0.7818 78.18%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7852 78.52%
OATP2B1 inhibitior - 0.5824 58.24%
OATP1B1 inhibitior + 0.8731 87.31%
OATP1B3 inhibitior - 0.3736 37.36%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.8568 85.68%
P-glycoprotein inhibitior - 0.6120 61.20%
P-glycoprotein substrate - 0.7301 73.01%
CYP3A4 substrate + 0.6508 65.08%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.8992 89.92%
CYP2C9 inhibition - 0.8558 85.58%
CYP2C19 inhibition - 0.8577 85.77%
CYP2D6 inhibition - 0.9342 93.42%
CYP1A2 inhibition - 0.8388 83.88%
CYP2C8 inhibition + 0.4626 46.26%
CYP inhibitory promiscuity - 0.9440 94.40%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6894 68.94%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9621 96.21%
Skin irritation - 0.6547 65.47%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6957 69.57%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7120 71.20%
skin sensitisation - 0.8826 88.26%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.6466 64.66%
Acute Oral Toxicity (c) III 0.7527 75.27%
Estrogen receptor binding + 0.5982 59.82%
Androgen receptor binding + 0.6597 65.97%
Thyroid receptor binding + 0.5907 59.07%
Glucocorticoid receptor binding + 0.6455 64.55%
Aromatase binding + 0.6520 65.20%
PPAR gamma - 0.5311 53.11%
Honey bee toxicity - 0.7211 72.11%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6750 67.50%
Fish aquatic toxicity + 0.9295 92.95%

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 99.04% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.40% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.56% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.80% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.99% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.02% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.59% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.93% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.65% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 85.34% 95.93%
CHEMBL2581 P07339 Cathepsin D 83.94% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 83.20% 92.50%
CHEMBL1937 Q92769 Histone deacetylase 2 83.00% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.69% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.88% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.82% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.59% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.03% 94.23%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.82% 92.88%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.40% 91.24%

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.
Palafoxia arida

Cross-Links

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PubChem 163195161
LOTUS LTS0102330
wikiData Q105145631