buddlenoid A

Details

• Internal ID: a2356297-58f4-4c1d-b347-63a681016dbd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC=C(C=C5)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC=C(C=C5)O)O)O)O)O)O
• InChI: InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(34)40-13-21-24(35)26(37)28(39)30(43-21)41-18-11-19(33)23-20(12-18)42-29(27(38)25(23)36)15-4-8-17(32)9-5-15/h1-12,21,24,26,28,30-33,35,37-39H,13H2/b10-3+/t21-,24-,26+,28-,30-/m1/s1
• InChI Key: GVLNXQDHAFPPFW-HESOAOHTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₃
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.13734088 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• 142750-32-1
• [(2R,3S,4S,5R,6S)-6-[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• 4H-1-Benzopyran-4-one, 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[[6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranosyl]oxy]-
• CHEMBL449937
• CHEBI:191758
• DTXSID901317908
• AKOS040761435

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4689	46.89%
Caco-2	-	0.9134	91.34%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	0.5523	55.23%
OATP1B1 inhibitior	+	0.8745	87.45%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7529	75.29%
P-glycoprotein inhibitior	+	0.6221	62.21%
P-glycoprotein substrate	-	0.6183	61.83%
CYP3A4 substrate	+	0.6576	65.76%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.8901	89.01%
CYP2C9 inhibition	-	0.8448	84.48%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.9312	93.12%
CYP2C8 inhibition	+	0.8973	89.73%
CYP inhibitory promiscuity	-	0.7755	77.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6770	67.70%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8872	88.72%
Skin irritation	-	0.8069	80.69%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5084	50.84%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8777	87.77%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9588	95.88%
Acute Oral Toxicity (c)	III	0.4048	40.48%
Estrogen receptor binding	+	0.7595	75.95%
Androgen receptor binding	+	0.7572	75.72%
Thyroid receptor binding	+	0.5433	54.33%
Glucocorticoid receptor binding	+	0.6259	62.59%
Aromatase binding	+	0.5592	55.92%
PPAR gamma	+	0.7251	72.51%
Honey bee toxicity	-	0.7403	74.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9677	96.77%

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	99.61%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.35%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.28%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	98.14%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.76%	86.33%
CHEMBL3194	P02766	Transthyretin	96.16%	90.71%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.32%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	90.49%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.95%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.82%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.72%	95.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.19%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.78%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.21%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.83%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.56%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.56%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.29%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.62%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.84%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.38%	85.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.73%	95.50%

Plants that contains it

• Aquilaria sinensis
• Buddleja coriacea
• Magnolia biondii
• Muntingia calabura
• Rosa canina

Cross-Links

• PubChem: 5315462
• NPASS: NPC80068
• LOTUS: LTS0201419
• wikiData: Q105021419