Brasosid

Details

• Internal ID: 4fcd1c46-af98-43fb-af91-c0e8e528b689
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 6-methyl-8-(3,4,5-trihydroxy-6-methoxyoxan-2-yl)oxy-3,9-dioxatricyclo[5.3.1.04,11]undec-1(10)-en-2-one
• InChI: InChI=1S/C16H22O9/c1-5-3-7-9-6(13(20)23-7)4-22-14(8(5)9)24-16-12(19)10(17)11(18)15(21-2)25-16/h4-5,7-12,14-19H,3H2,1-2H3
• InChI Key: XAGFGIDCEQGLEH-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₉
• Molecular Weight: 358.34 g/mol
• Exact Mass: 358.12638228 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.15
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• Brasoside
• NSC603830
• 6-methyl-8-(3,4,5-trihydroxy-6-methoxyoxan-2-yl)oxy-3,9-dioxatricyclo[5.3.1.04,11]undec-1(10)-en-2-one
• SCHEMBL29645058
• NSC-603830
• 1H-2, 5-(.beta.-D-glucopyranosyloxy)-2a,3,4,4a,5,7b-hexahydro- 4-methyl-, [2aS-(2a.alpha.,4.alpha.,4a.alpha.,5.alpha., 7b.alpha.)]- (9CI) Brasoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9209	92.09%
Caco-2	-	0.7858	78.58%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6060	60.60%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9019	90.19%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7491	74.91%
P-glycoprotein inhibitior	-	0.8460	84.60%
P-glycoprotein substrate	-	0.8100	81.00%
CYP3A4 substrate	+	0.5912	59.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8793	87.93%
CYP2C19 inhibition	-	0.7493	74.93%
CYP2D6 inhibition	-	0.8075	80.75%
CYP1A2 inhibition	-	0.8123	81.23%
CYP2C8 inhibition	-	0.8022	80.22%
CYP inhibitory promiscuity	-	0.6138	61.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5433	54.33%
Eye corrosion	-	0.9783	97.83%
Eye irritation	-	0.9428	94.28%
Skin irritation	-	0.6833	68.33%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5791	57.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.5438	54.38%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8005	80.05%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6075	60.75%
Acute Oral Toxicity (c)	III	0.3841	38.41%
Estrogen receptor binding	+	0.6175	61.75%
Androgen receptor binding	-	0.5230	52.30%
Thyroid receptor binding	+	0.5304	53.04%
Glucocorticoid receptor binding	-	0.6711	67.11%
Aromatase binding	-	0.5805	58.05%
PPAR gamma	-	0.5980	59.80%
Honey bee toxicity	-	0.8386	83.86%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8055	80.55%

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	94.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.69%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.07%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.19%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.82%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.80%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.24%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	80.66%	94.73%

Plants that contains it

• Verbena litoralis

Cross-Links

• PubChem: 354008
• LOTUS: LTS0177494
• wikiData: Q105323909