Scuteamoenoside

Details

• Internal ID: c545e398-3af8-4a2d-9c90-b84c52fece6e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2S)-5-hydroxy-2-[2-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-methoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=O)CC(OC2=C1)C3=C(C=CC=C3OC4C(C(C(C(O4)CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=O)C[C@H](OC2=C1)C3=C(C=CC=C3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
• InChI: InChI=1S/C22H24O11/c1-30-9-5-11(25)17-12(26)7-15(31-14(17)6-9)18-10(24)3-2-4-13(18)32-22-21(29)20(28)19(27)16(8-23)33-22/h2-6,15-16,19-25,27-29H,7-8H2,1H3/t15-,16+,19+,20-,21+,22+/m0/s1
• InChI Key: KOBUGDLTCAJTND-DOARKGTESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₁₁
• Molecular Weight: 464.40 g/mol
• Exact Mass: 464.13186158 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.01
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

• 123914-35-2
• 2',5,6'-Trihydroxy-7-methoxyflavanone-2'-O-beta-glucopyranoside
• DTXSID90154142
• (2S)-5-hydroxy-2-[2-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-methoxy-2,3-dihydrochromen-4-one
• 2',5,6'-trihydroxy-7-methoxy-flavanone-2'-O-beta-glucopyranoside
• 4H-1-Benzopyran-4-one, 2-(2-(beta-D-glucopyranosyloxy)-6-hydroxyphenyl)-2,3-dihydro-5-hydroxy-7-methoxy-, (S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4855	48.55%
Caco-2	-	0.8549	85.49%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6190	61.90%
OATP2B1 inhibitior	-	0.7027	70.27%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4823	48.23%
P-glycoprotein inhibitior	-	0.6408	64.08%
P-glycoprotein substrate	-	0.7236	72.36%
CYP3A4 substrate	+	0.6259	62.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8374	83.74%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9173	91.73%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.4652	46.52%
CYP inhibitory promiscuity	-	0.7292	72.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6890	68.90%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	+	0.5799	57.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.5561	55.61%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7591	75.91%
skin sensitisation	-	0.9373	93.73%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5475	54.75%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	+	0.6714	67.14%
Androgen receptor binding	+	0.5637	56.37%
Thyroid receptor binding	-	0.5164	51.64%
Glucocorticoid receptor binding	+	0.5524	55.24%
Aromatase binding	-	0.5383	53.83%
PPAR gamma	+	0.5859	58.59%
Honey bee toxicity	-	0.7954	79.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7079	70.79%

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	99.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.56%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.77%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.53%	96.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.89%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.04%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.90%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.06%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.41%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.31%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.83%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.68%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.60%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.10%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.74%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.10%	94.45%
CHEMBL2535	P11166	Glucose transporter	85.06%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	84.63%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.87%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.58%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.04%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.85%	91.07%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.14%	86.92%

Plants that contains it

• Lawrencella rosea
• Parinari campestris
• Prunus persica
• Scutellaria amoena
• Stizophyllum riparium
• Utricularia vulgaris
• Vincetoxicum amplexicaule

Cross-Links

• PubChem: 130116
• NPASS: NPC217541