Rehmaglutoside B

Details

• Internal ID: e2d2f7d1-b8c5-4ec6-b2e9-87308ad30045
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,4aR,5R,7S,7aS)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] 3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): CC1(CC(C2C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C4=CC(=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)OC)O
• SMILES (Isomeric): C[C@@]1(C[C@H]([C@H]2[C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC(=O)C4=CC(=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC)O
• InChI: InChI=1S/C29H40O17/c1-29(39)8-15(12-5-6-41-26(18(12)29)46-28-24(37)22(35)20(33)17(10-31)45-28)42-25(38)11-3-4-13(14(7-11)40-2)43-27-23(36)21(34)19(32)16(9-30)44-27/h3-7,12,15-24,26-28,30-37,39H,8-10H2,1-2H3/t12-,15+,16+,17+,18+,19+,20+,21-,22-,23+,24+,26-,27+,28-,29-/m0/s1
• InChI Key: WEDMMISOMZMEJJ-LSEZEHEGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₁₇
• Molecular Weight: 660.60 g/mol
• Exact Mass: 660.22654980 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.53
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

• CHEMBL2177297

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6903	69.03%
Caco-2	-	0.8928	89.28%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5072	50.72%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.8482	84.82%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6566	65.66%
P-glycoprotein inhibitior	-	0.4374	43.74%
P-glycoprotein substrate	-	0.5369	53.69%
CYP3A4 substrate	+	0.6925	69.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.8747	87.47%
CYP2C9 inhibition	-	0.9224	92.24%
CYP2C19 inhibition	-	0.8574	85.74%
CYP2D6 inhibition	-	0.8716	87.16%
CYP1A2 inhibition	-	0.8402	84.02%
CYP2C8 inhibition	+	0.7163	71.63%
CYP inhibitory promiscuity	-	0.8438	84.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5907	59.07%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9276	92.76%
Skin irritation	-	0.7884	78.84%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7736	77.36%
Micronuclear	-	0.5226	52.26%
Hepatotoxicity	-	0.7348	73.48%
skin sensitisation	-	0.8264	82.64%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7907	79.07%
Acute Oral Toxicity (c)	III	0.5958	59.58%
Estrogen receptor binding	+	0.8077	80.77%
Androgen receptor binding	-	0.5116	51.16%
Thyroid receptor binding	-	0.5120	51.20%
Glucocorticoid receptor binding	+	0.6532	65.32%
Aromatase binding	+	0.5742	57.42%
PPAR gamma	+	0.6797	67.97%
Honey bee toxicity	-	0.7739	77.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6915	69.15%
Fish aquatic toxicity	+	0.7810	78.10%

Targets

Proven Targets:

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	98.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.54%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.42%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.33%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.04%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	93.97%	94.45%
CHEMBL4208	P20618	Proteasome component C5	92.83%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.54%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.91%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.06%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.65%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.49%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.21%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.07%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.55%	95.83%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.41%	97.14%
CHEMBL2581	P07339	Cathepsin D	82.70%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.54%	97.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.26%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.49%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	81.41%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.10%	95.56%
CHEMBL2535	P11166	Glucose transporter	81.09%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.28%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.20%	95.89%

Plants that contains it

• Rehmannia glutinosa

Cross-Links

• PubChem: 71453616
• NPASS: NPC282551
• LOTUS: LTS0059970
• wikiData: Q105302912