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(2R,3S,4R,5S,6R)-2-[[(1S,2R,3R,4aR,4bS,7S,10aR)-7-ethenyl-2,3-dihydroxy-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl]methoxy]-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 f5d2ca86-e422-4243-aab7-07aa8672e92b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3S,4R,5S,6R)-2-[[(1S,2R,3R,4aR,4bS,7S,10aR)-7-ethenyl-2,3-dihydroxy-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H42O8/c1-5-24(2)9-8-15-14(10-24)6-7-18-25(15,3)11-16(28)22(32)26(18,4)13-33-23-21(31)20(30)19(29)17(12-27)34-23/h5-6,15-23,27-32H,1,7-13H2,2-4H3/t15-,16+,17+,18+,19+,20+,21-,22-,23+,24-,25+,26+/m0/s1
InChI Key FCXXKIPOXPDQAP-AEZRINRFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H42O8
Molecular Weight 482.60 g/mol
Exact Mass 482.28796829 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.88
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,3S,4R,5S,6R)-2-[[(1S,2R,3R,4aR,4bS,7S,10aR)-7-ethenyl-2,3-dihydroxy-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl]methoxy]-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 + 0.6792 67.92%
Caco-2 - 0.7785 77.85%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6827 68.27%
OATP2B1 inhibitior - 0.7211 72.11%
OATP1B1 inhibitior + 0.8749 87.49%
OATP1B3 inhibitior - 0.2405 24.05%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5062 50.62%
P-glycoprotein inhibitior - 0.6326 63.26%
P-glycoprotein substrate - 0.7713 77.13%
CYP3A4 substrate + 0.6721 67.21%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.8371 83.71%
CYP2C9 inhibition - 0.8822 88.22%
CYP2C19 inhibition - 0.8392 83.92%
CYP2D6 inhibition - 0.9388 93.88%
CYP1A2 inhibition - 0.8330 83.30%
CYP2C8 inhibition + 0.5368 53.68%
CYP inhibitory promiscuity - 0.9509 95.09%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7044 70.44%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9616 96.16%
Skin irritation - 0.5912 59.12%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7942 79.42%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7622 76.22%
skin sensitisation - 0.8965 89.65%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5322 53.22%
Acute Oral Toxicity (c) III 0.6606 66.06%
Estrogen receptor binding + 0.5702 57.02%
Androgen receptor binding + 0.6821 68.21%
Thyroid receptor binding + 0.5602 56.02%
Glucocorticoid receptor binding + 0.6940 69.40%
Aromatase binding + 0.6905 69.05%
PPAR gamma + 0.5367 53.67%
Honey bee toxicity - 0.7409 74.09%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9509 95.09%

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 99.02% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.36% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.89% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.39% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.49% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 89.81% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.65% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 88.34% 83.82%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.45% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.57% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.97% 95.50%
CHEMBL1977 P11473 Vitamin D receptor 84.41% 99.43%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.91% 95.83%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.56% 96.21%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.72% 97.36%
CHEMBL5028 O14672 ADAM10 81.43% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.19% 91.24%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.89% 97.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.69% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.37% 86.33%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.25% 85.49%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.11% 91.07%

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 101306899
LOTUS LTS0213408
wikiData Q104993432