rathbunioside R1

Details

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Internal ID 5dfbd649-7a01-4b6a-8e35-008bc648dc2b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4S,5R)-2-[(3S,6R)-2-methyl-6-[(3S,5S,6S,8R,9S,10R,13R,14S,15R,17R)-3,6,15-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC(C)C(CCC(C)C1CC(C2C1(CCC3C2CC(C4C3(CCC(C4)O)C)O)C)O)OC5C(C(C(CO5)O)O)O
SMILES (Isomeric) C[C@H](CC[C@@H](C(C)C)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)[C@H]2C[C@H]([C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]([C@@H]5[C@@]4(CC[C@@H](C5)O)C)O)C)O
InChI InChI=1S/C32H56O8/c1-16(2)26(40-30-29(38)28(37)25(36)15-39-30)7-6-17(3)21-14-24(35)27-19-13-23(34)22-12-18(33)8-10-31(22,4)20(19)9-11-32(21,27)5/h16-30,33-38H,6-15H2,1-5H3/t17-,18+,19-,20+,21-,22-,23+,24-,25-,26+,27-,28+,29-,30+,31-,32-/m1/s1
InChI Key WRGWWNXPGRAMSC-CJSYLMLXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H56O8
Molecular Weight 568.80 g/mol
Exact Mass 568.39751874 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.84
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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CHEMBL442824
(2S,3R,4S,5R)-2-[(3S,6R)-2-methyl-6-[(3S,5S,6S,8R,9S,10R,13R,14S,15R,17R)-3,6,15-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl]oxyoxane-3,4,5-triol

2D Structure

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2D Structure of rathbunioside R1

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7087 70.87%
Caco-2 - 0.8431 84.31%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.7027 70.27%
OATP2B1 inhibitior - 0.5776 57.76%
OATP1B1 inhibitior + 0.8513 85.13%
OATP1B3 inhibitior + 0.9078 90.78%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7542 75.42%
BSEP inhibitior - 0.8185 81.85%
P-glycoprotein inhibitior - 0.4384 43.84%
P-glycoprotein substrate + 0.5723 57.23%
CYP3A4 substrate + 0.7372 73.72%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.8106 81.06%
CYP3A4 inhibition - 0.9146 91.46%
CYP2C9 inhibition - 0.8458 84.58%
CYP2C19 inhibition - 0.8690 86.90%
CYP2D6 inhibition - 0.9601 96.01%
CYP1A2 inhibition - 0.8430 84.30%
CYP2C8 inhibition + 0.4588 45.88%
CYP inhibitory promiscuity - 0.9502 95.02%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7281 72.81%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9240 92.40%
Skin irritation - 0.6527 65.27%
Skin corrosion - 0.9495 94.95%
Ames mutagenesis - 0.5822 58.22%
Human Ether-a-go-go-Related Gene inhibition - 0.3947 39.47%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7073 70.73%
skin sensitisation - 0.9154 91.54%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8329 83.29%
Acute Oral Toxicity (c) I 0.4901 49.01%
Estrogen receptor binding + 0.6090 60.90%
Androgen receptor binding + 0.6265 62.65%
Thyroid receptor binding - 0.5585 55.85%
Glucocorticoid receptor binding + 0.5606 56.06%
Aromatase binding + 0.5976 59.76%
PPAR gamma + 0.5684 56.84%
Honey bee toxicity - 0.6062 60.62%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9067 90.67%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.72% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.51% 97.25%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 96.87% 95.58%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.87% 96.77%
CHEMBL237 P41145 Kappa opioid receptor 93.81% 98.10%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.02% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.97% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.59% 94.45%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.39% 85.31%
CHEMBL226 P30542 Adenosine A1 receptor 89.64% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.08% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.94% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.84% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 87.39% 92.78%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.19% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.69% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.43% 90.71%
CHEMBL2581 P07339 Cathepsin D 84.68% 98.95%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 84.08% 95.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.99% 95.89%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 83.33% 97.31%
CHEMBL221 P23219 Cyclooxygenase-1 83.16% 90.17%
CHEMBL4581 P52732 Kinesin-like protein 1 83.06% 93.18%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.98% 92.88%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.22% 92.62%
CHEMBL233 P35372 Mu opioid receptor 81.35% 97.93%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.20% 96.47%
CHEMBL238 Q01959 Dopamine transporter 80.70% 95.88%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.59% 95.00%

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 15517666
LOTUS LTS0220123
wikiData Q105311222