Scutellarin-7-diglucosidic acid

Details

• Internal ID: 1155515c-17be-4e47-b8b7-c3843666bb44
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-6-carboxy-2-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H26O18/c28-8-3-1-7(2-4-8)10-5-9(29)13-11(41-10)6-12(14(30)15(13)31)42-27-23(19(35)18(34)22(44-27)25(39)40)45-26-20(36)16(32)17(33)21(43-26)24(37)38/h1-6,16-23,26-28,30-36H,(H,37,38)(H,39,40)/t16-,17-,18-,19-,20+,21-,22-,23+,26-,27+/m0/s1
• InChI Key: IBLZNWWZRXJQAK-DBFWEQBMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆O₁₈
• Molecular Weight: 638.50 g/mol
• Exact Mass: 638.11191398 g/mol
• Topological Polar Surface Area (TPSA): 300.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.24
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

• 150641-65-9
• 5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 2-O-beta-D-glucopyranuronosyl-beta-D-Glucopyranosiduronic acid
• beta-D-Glucopyranosiduronic acid, 5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 2-O-beta-D-glucopyranuronosyl-
• DTXSID901106044
• HY-N10596
• CS-0616337
• E87210
• 7-[(2-O-beta-D-Glucopyranuronosyl-beta-D-glucopyranuronosyl)oxy]-4',5,6-trihydroxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7086	70.86%
Caco-2	-	0.9194	91.94%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6482	64.82%
OATP2B1 inhibitior	-	0.5433	54.33%
OATP1B1 inhibitior	+	0.8833	88.33%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6442	64.42%
P-glycoprotein inhibitior	-	0.5103	51.03%
P-glycoprotein substrate	-	0.8097	80.97%
CYP3A4 substrate	+	0.6308	63.08%
CYP2C9 substrate	-	0.8166	81.66%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.7354	73.54%
CYP2C9 inhibition	-	0.7205	72.05%
CYP2C19 inhibition	-	0.8328	83.28%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.7704	77.04%
CYP2C8 inhibition	+	0.8585	85.85%
CYP inhibitory promiscuity	-	0.8051	80.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8896	88.96%
Skin irritation	-	0.6185	61.85%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6490	64.90%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7407	74.07%
skin sensitisation	-	0.8803	88.03%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9215	92.15%
Acute Oral Toxicity (c)	II	0.4816	48.16%
Estrogen receptor binding	+	0.7759	77.59%
Androgen receptor binding	+	0.7472	74.72%
Thyroid receptor binding	+	0.5212	52.12%
Glucocorticoid receptor binding	+	0.5802	58.02%
Aromatase binding	+	0.5408	54.08%
PPAR gamma	+	0.7254	72.54%
Honey bee toxicity	-	0.6511	65.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9599	95.99%

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	98.58%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.81%	89.00%
CHEMBL3194	P02766	Transthyretin	95.61%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	95.44%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.38%	83.57%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.28%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.54%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.38%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.80%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.51%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.70%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.10%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.12%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.35%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.19%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.79%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.63%	96.21%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	83.93%	89.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.53%	94.62%
CHEMBL3891	P07384	Calpain 1	81.82%	93.04%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.46%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.16%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	81.11%	94.73%
CHEMBL4531	P17931	Galectin-3	80.32%	96.90%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.24%	99.15%

Plants that contains it

• Aconitum leucostomum
• Aiouea montana
• Aquilegia ecalcarata
• Artemisia szowitziana
• Blumea axillaris
• Ceanothus velutinus
• Chlorophytum borivilianum
• Dipterocarpus dyeri
• Fragaria vesca
• Gamblea innovans
• Garcinia scortechinii
• Gardenia tubifera
• Ipomoea cairica
• Isodon lophanthoides
• Kopsia grandifolia
• Lasianthus fordii
• Ledebouria socialis
• Lycopus europaeus
• Perilla frutescens
• Persea barbujana

Cross-Links

• PubChem: 102158504
• NPASS: NPC226374