Brainoside B

Details

• Internal ID: 1c684a14-3076-401d-bc1e-c45ef8110dce
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-phenylprop-2-enoate
• SMILES (Canonical): C1=CC=C(C=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC(=C(C=C6)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC(=C(C=C6)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C36H36O18/c37-13-22-26(43)30(47)34(54-35-31(48)29(46)27(44)23(52-35)14-49-24(42)9-6-15-4-2-1-3-5-15)36(51-22)53-33-28(45)25-20(41)11-17(38)12-21(25)50-32(33)16-7-8-18(39)19(40)10-16/h1-12,22-23,26-27,29-31,34-41,43-44,46-48H,13-14H2/b9-6+/t22-,23-,26-,27-,29+,30+,31-,34-,35+,36+/m1/s1
• InChI Key: JMBPOFNUAXGRBB-PAKUIOOISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₆O₁₈
• Molecular Weight: 756.70 g/mol
• Exact Mass: 756.19016430 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5570	55.70%
Caco-2	-	0.9049	90.49%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5040	50.40%
OATP2B1 inhibitior	-	0.7043	70.43%
OATP1B1 inhibitior	+	0.8682	86.82%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5707	57.07%
P-glycoprotein inhibitior	+	0.5901	59.01%
P-glycoprotein substrate	-	0.5359	53.59%
CYP3A4 substrate	+	0.6919	69.19%
CYP2C9 substrate	-	0.8109	81.09%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.9209	92.09%
CYP2C9 inhibition	-	0.8990	89.90%
CYP2C19 inhibition	-	0.8708	87.08%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.9325	93.25%
CYP2C8 inhibition	+	0.9101	91.01%
CYP inhibitory promiscuity	-	0.7843	78.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.8335	83.35%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6576	65.76%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.8754	87.54%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9358	93.58%
Acute Oral Toxicity (c)	IV	0.4410	44.10%
Estrogen receptor binding	+	0.7827	78.27%
Androgen receptor binding	+	0.7800	78.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4648	46.48%
Aromatase binding	+	0.5770	57.70%
PPAR gamma	+	0.7167	71.67%
Honey bee toxicity	-	0.6725	67.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9324	93.24%

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	99.82%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.45%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.32%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	98.27%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.52%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.13%	96.00%
CHEMBL3194	P02766	Transthyretin	92.97%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.80%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.85%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	90.10%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.66%	80.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.96%	99.15%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.39%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.07%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.40%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.39%	83.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	84.25%	88.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.03%	94.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.68%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.64%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.55%	95.83%

Plants that contains it

• Centella asiatica

Cross-Links

• PubChem: 101504860
• NPASS: NPC4081