Rhamnosyllactone B2

Details

• Internal ID: 57166330-0e8e-4d09-af4e-6010d77b008f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (4Z)-5-(hydroxymethyl)-4-[(E)-1-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxybut-2-enylidene]oxolan-3-one
• InChI: InChI=1S/C15H22O8/c1-3-4-9(11-8(17)6-21-10(11)5-16)23-15-14(20)13(19)12(18)7(2)22-15/h3-4,7,10,12-16,18-20H,5-6H2,1-2H3/b4-3+,11-9+/t7-,10?,12-,13+,14+,15-/m0/s1
• InChI Key: PFKWBPMZMDYQSI-JIRCPERUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₈
• Molecular Weight: 330.33 g/mol
• Exact Mass: 330.13146766 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• (4Z)-5-(hydroxymethyl)-4-[(E)-1-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxybut-2-enylidene]oxolan-3-one
• (4Z)-5-(hydroxymethyl)-4-((E)-1-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxybut-2-enylidene)oxolan-3-one
• RefChem:179120
• CHEBI:218289

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7378	73.78%
Caco-2	-	0.7191	71.91%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8643	86.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8063	80.63%
P-glycoprotein inhibitior	-	0.8911	89.11%
P-glycoprotein substrate	-	0.8286	82.86%
CYP3A4 substrate	+	0.5554	55.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.9376	93.76%
CYP2C9 inhibition	-	0.9180	91.80%
CYP2C19 inhibition	-	0.8447	84.47%
CYP2D6 inhibition	-	0.9119	91.19%
CYP1A2 inhibition	-	0.8814	88.14%
CYP2C8 inhibition	-	0.8366	83.66%
CYP inhibitory promiscuity	-	0.7697	76.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7218	72.18%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9761	97.61%
Skin irritation	-	0.8132	81.32%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	+	0.6246	62.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4809	48.09%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6360	63.60%
skin sensitisation	-	0.8719	87.19%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7656	76.56%
Acute Oral Toxicity (c)	III	0.5674	56.74%
Estrogen receptor binding	-	0.6556	65.56%
Androgen receptor binding	-	0.7190	71.90%
Thyroid receptor binding	-	0.6355	63.55%
Glucocorticoid receptor binding	-	0.6259	62.59%
Aromatase binding	-	0.7593	75.93%
PPAR gamma	-	0.5427	54.27%
Honey bee toxicity	-	0.7828	78.28%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7399	73.99%

Targets

Proven Targets:

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	96.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.03%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.31%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.75%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.44%	97.36%
CHEMBL2581	P07339	Cathepsin D	86.33%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.79%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.60%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.69%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.28%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587448
• LOTUS: LTS0276362
• wikiData: Q77566319