Oxytroflavoside D

Details

• Internal ID: 212feb6c-b5ee-4d7e-92b3-89bc61fc7192
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: (3S)-3-hydroxy-3-methyl-5-oxo-5-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxyoxan-2-yl]methoxy]pentanoic acid
• SMILES (Canonical): CC(CC(=O)O)(CC(=O)OCC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC)C4=CC=C(C=C4)O)O)O)O)O
• SMILES (Isomeric): C[C@](CC(=O)O)(CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC)C4=CC=C(C=C4)O)O)O)O)O
• InChI: InChI=1S/C28H30O15/c1-28(38,9-18(31)32)10-19(33)40-11-17-21(34)23(36)24(37)27(42-17)43-26-22(35)20-15(30)7-14(39-2)8-16(20)41-25(26)12-3-5-13(29)6-4-12/h3-8,17,21,23-24,27,29-30,34,36-38H,9-11H2,1-2H3,(H,31,32)/t17-,21+,23+,24-,27+,28+/m1/s1
• InChI Key: ZADGYZMBIIDGTO-QQLUSITOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₅
• Molecular Weight: 606.50 g/mol
• Exact Mass: 606.15847025 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.23
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

• CHEMBL2071420
• 3-[6-O-[(S)-3,5-Dihydroxy-3-methyl-5-oxopentanoyl]-beta-D-galactopyranosyloxy]-4',5-dihydroxy-7-methoxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6362	63.62%
Caco-2	-	0.8850	88.50%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6225	62.25%
OATP2B1 inhibitior	-	0.5754	57.54%
OATP1B1 inhibitior	+	0.8569	85.69%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5939	59.39%
P-glycoprotein inhibitior	+	0.6599	65.99%
P-glycoprotein substrate	-	0.5487	54.87%
CYP3A4 substrate	+	0.6746	67.46%
CYP2C9 substrate	-	0.6425	64.25%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.8060	80.60%
CYP2C9 inhibition	-	0.9354	93.54%
CYP2C19 inhibition	-	0.9213	92.13%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.8802	88.02%
CYP2C8 inhibition	+	0.8196	81.96%
CYP inhibitory promiscuity	-	0.9471	94.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6282	62.82%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.8238	82.38%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6761	67.61%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5873	58.73%
skin sensitisation	-	0.9174	91.74%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9375	93.75%
Acute Oral Toxicity (c)	III	0.5942	59.42%
Estrogen receptor binding	+	0.7658	76.58%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	+	0.5356	53.56%
Glucocorticoid receptor binding	+	0.7256	72.56%
Aromatase binding	+	0.6547	65.47%
PPAR gamma	+	0.6771	67.71%
Honey bee toxicity	-	0.7984	79.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9617	96.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.83%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.06%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.52%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.39%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.30%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.14%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.92%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.68%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.11%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.06%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.94%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	86.34%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.87%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.17%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.09%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.63%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.53%	99.23%

Plants that contains it

• Abies alba
• Abies pinsapo subsp. marocana
• Ampelocera edentula
• Angelica acutiloba
• Arnica mollis
• Brassica carinata
• Bryonia alba
• Carpha glomerata
• Croton gratissimus
• Cyanostegia angustifolia
• Dactylorhiza viridis
• Diplopterygium glaucum
• Eucalyptus resinifera
• Euphrasia nana
• Eurycoma harmandiana
• Ixeris japonica
• Lysimachia fordiana
• Orthosiphon aristatus
• Oxytropis falcata
• Pterolobium hexapetalum
• Ranunculus asiaticus
• Remirea maritima
• Sinapis alba
• Solanum lanceolatum
• Viburnum erubescens
• Wikstroemia indica
• Xanthorhiza simplicissima

Cross-Links

• PubChem: 60200221
• NPASS: NPC121703
• LOTUS: LTS0143346
• wikiData: Q105369799