Regaloside B

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	61721297-4b86-4223-996c-b01802e2016e
Taxonomy	Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols
IUPAC Name	[(2S)-3-acetyloxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)	CC(=O)OCC(COC(=O)C=CC1=CC=C(C=C1)O)OC2C(C(C(C(O2)CO)O)O)O
SMILES (Isomeric)	CC(=O)OC[C@@H](COC(=O)/C=C/C1=CC=C(C=C1)O)OC2C(C(C(C(O2)CO)O)O)O
InChI	InChI=1S/C20H26O11/c1-11(22)28-9-14(30-20-19(27)18(26)17(25)15(8-21)31-20)10-29-16(24)7-4-12-2-5-13(23)6-3-12/h2-7,14-15,17-21,23,25-27H,8-10H2,1H3/b7-4+/t14-,15?,17?,18?,19?,20?/m0/s1
InChI Key	YQKQOLPNKNHLBO-KRJCNZRASA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₆O₁₁
Molecular Weight	442.40 g/mol
Exact Mass	442.14751164 g/mol
Topological Polar Surface Area (TPSA)	172.00 Å²
XlogP	-0.50
Atomic LogP (AlogP)	-1.30
H-Bond Acceptor	11
H-Bond Donor	5
Rotatable Bonds	9

Synonyms

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114420-67-6

NSC627041

[(2S)-3-acetyloxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

DTXSID20420049

NSC-627041

D85206

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6724	67.24%
Caco-2	-	0.9128	91.28%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.8226	82.26%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7879	78.79%
P-glycoprotein inhibitior	-	0.7361	73.61%
P-glycoprotein substrate	-	0.8058	80.58%
CYP3A4 substrate	+	0.5914	59.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.9201	92.01%
CYP2C9 inhibition	-	0.8878	88.78%
CYP2C19 inhibition	-	0.9150	91.50%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.9159	91.59%
CYP2C8 inhibition	+	0.4840	48.40%
CYP inhibitory promiscuity	-	0.7772	77.72%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7083	70.83%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9390	93.90%
Skin irritation	-	0.8224	82.24%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6495	64.95%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.7449	74.49%
skin sensitisation	-	0.8699	86.99%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6720	67.20%
Estrogen receptor binding	+	0.7678	76.78%
Androgen receptor binding	+	0.6630	66.30%
Thyroid receptor binding	-	0.5437	54.37%
Glucocorticoid receptor binding	-	0.4874	48.74%
Aromatase binding	-	0.5405	54.05%
PPAR gamma	+	0.6138	61.38%
Honey bee toxicity	-	0.7762	77.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7555	75.55%
Fish aquatic toxicity	+	0.8921	89.21%

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	98.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.02%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.46%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.92%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	92.67%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	92.19%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.11%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.75%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.06%	98.95%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.13%	89.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.19%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.33%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.93%	97.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.52%	85.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.25%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	80.76%	83.82%

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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