Rehmaionoside B

Details

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Internal ID 1672ff28-7e61-49c1-8a0a-618ef2f7d5c2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[(1R,2R)-2-hydroxy-2-[(E,3R)-3-hydroxybut-1-enyl]-1,3,3-trimethylcyclohexyl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(C=CC1(C(CCCC1(C)OC2C(C(C(C(O2)CO)O)O)O)(C)C)O)O
SMILES (Isomeric) C[C@H](/C=C/[C@@]1([C@](CCCC1(C)C)(C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O
InChI InChI=1S/C19H34O8/c1-11(21)6-9-19(25)17(2,3)7-5-8-18(19,4)27-16-15(24)14(23)13(22)12(10-20)26-16/h6,9,11-16,20-25H,5,7-8,10H2,1-4H3/b9-6+/t11-,12-,13-,14+,15-,16+,18-,19-/m1/s1
InChI Key ICINSKFENWFTQI-BHYGOWNVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H34O8
Molecular Weight 390.50 g/mol
Exact Mass 390.22536804 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.56
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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104056-83-9
(2S,3R,4S,5S,6R)-2-[(1R,2R)-2-hydroxy-2-[(E,3R)-3-hydroxybut-1-enyl]-1,3,3-trimethylcyclohexyl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
CHEBI:81098
C17451
Q27155053

2D Structure

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2D Structure of Rehmaionoside B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6085 60.85%
Caco-2 - 0.7357 73.57%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8283 82.83%
OATP2B1 inhibitior - 0.8577 85.77%
OATP1B1 inhibitior + 0.9044 90.44%
OATP1B3 inhibitior + 0.8417 84.17%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.9047 90.47%
P-glycoprotein inhibitior - 0.8331 83.31%
P-glycoprotein substrate - 0.9000 90.00%
CYP3A4 substrate + 0.6167 61.67%
CYP2C9 substrate - 0.8085 80.85%
CYP2D6 substrate - 0.8460 84.60%
CYP3A4 inhibition - 0.8677 86.77%
CYP2C9 inhibition - 0.7809 78.09%
CYP2C19 inhibition - 0.8733 87.33%
CYP2D6 inhibition - 0.9531 95.31%
CYP1A2 inhibition - 0.8567 85.67%
CYP2C8 inhibition - 0.8545 85.45%
CYP inhibitory promiscuity - 0.8981 89.81%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7201 72.01%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9722 97.22%
Skin irritation - 0.7694 76.94%
Skin corrosion - 0.9571 95.71%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6420 64.20%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7476 74.76%
skin sensitisation - 0.8670 86.70%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity - 0.6000 60.00%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity - 0.8956 89.56%
Acute Oral Toxicity (c) III 0.6622 66.22%
Estrogen receptor binding - 0.5460 54.60%
Androgen receptor binding + 0.6223 62.23%
Thyroid receptor binding + 0.6607 66.07%
Glucocorticoid receptor binding - 0.5525 55.25%
Aromatase binding + 0.6502 65.02%
PPAR gamma - 0.5206 52.06%
Honey bee toxicity - 0.7510 75.10%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.8800 88.00%
Fish aquatic toxicity + 0.8483 84.83%

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 97.27% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.68% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.91% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 92.43% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 90.76% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.01% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.79% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.47% 92.86%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.75% 85.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.29% 100.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 83.84% 92.32%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.26% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.25% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 83.23% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.77% 86.92%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.68% 91.24%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.57% 97.47%
CHEMBL237 P41145 Kappa opioid receptor 82.07% 98.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.93% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.75% 96.61%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.58% 97.50%

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.
Rehmannia glutinosa

Cross-Links

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PubChem 10430488
NPASS NPC48598
LOTUS LTS0176882
wikiData Q27155053