Platanoside

Details

• Internal ID: b3fb787f-69b0-4920-bd5a-b80b70fe1b02
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6-methyloxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC(=O)C=CC5=CC=C(C=C5)O)OC(=O)C=CC6=CC=C(C=C6)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC(=O)/C=C/C5=CC=C(C=C5)O)OC(=O)/C=C/C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C39H32O14/c1-20-33(47)36(51-30(45)16-6-21-2-10-24(40)11-3-21)38(52-31(46)17-7-22-4-12-25(41)13-5-22)39(49-20)53-37-34(48)32-28(44)18-27(43)19-29(32)50-35(37)23-8-14-26(42)15-9-23/h2-20,33,36,38-44,47H,1H3/b16-6+,17-7+/t20-,33-,36+,38+,39-/m0/s1
• InChI Key: HKZIBACORRUGAC-FIFPDCARSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₂O₁₄
• Molecular Weight: 724.70 g/mol
• Exact Mass: 724.17920569 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.72
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

• 133740-25-7
• [(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6-methyloxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• 4H-1-Benzopyran-4-one, 3-((6-deoxy-2,3-bis-O-((2E)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl)-alpha-L-mannopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
• CHEMBL1075910
• AKOS040762717
• Kaempferol 3-O-alpha-L-(2,3-di-trans-p-coumaroyl-rhamnopyranoside)
• [(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-3-yl]oxy-5-hydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6-methyl-tetrahydropyran-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• 4H-1-Benzopyran-4-one, 3-[[6-deoxy-2,3-bis-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl]-.alpha.-L-mannopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9132	91.32%
Caco-2	-	0.8659	86.59%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6553	65.53%
OATP2B1 inhibitior	-	0.5640	56.40%
OATP1B1 inhibitior	+	0.8536	85.36%
OATP1B3 inhibitior	+	0.9141	91.41%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9140	91.40%
P-glycoprotein inhibitior	+	0.7822	78.22%
P-glycoprotein substrate	+	0.5308	53.08%
CYP3A4 substrate	+	0.6657	66.57%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.6871	68.71%
CYP2C9 inhibition	+	0.7123	71.23%
CYP2C19 inhibition	-	0.6079	60.79%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.8259	82.59%
CYP2C8 inhibition	+	0.9041	90.41%
CYP inhibitory promiscuity	+	0.5931	59.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4497	44.97%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8825	88.25%
Skin irritation	-	0.6486	64.86%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.5474	54.74%
Human Ether-a-go-go-Related Gene inhibition	+	0.6721	67.21%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8652	86.52%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9188	91.88%
Acute Oral Toxicity (c)	III	0.5519	55.19%
Estrogen receptor binding	+	0.8182	81.82%
Androgen receptor binding	+	0.8120	81.20%
Thyroid receptor binding	+	0.6228	62.28%
Glucocorticoid receptor binding	+	0.7733	77.33%
Aromatase binding	-	0.5980	59.80%
PPAR gamma	+	0.7427	74.27%
Honey bee toxicity	-	0.7671	76.71%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9816	98.16%

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	99.35%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.11%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	98.69%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.42%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.11%	98.95%
CHEMBL3194	P02766	Transthyretin	95.43%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.77%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.38%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	90.76%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	89.90%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.24%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.35%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.08%	96.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.66%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.33%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.53%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.27%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.23%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.23%	93.99%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.86%	96.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.95%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.62%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.56%	99.23%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.33%	88.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.25%	94.80%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.32%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.31%	94.00%
CHEMBL3959	P16083	Quinone reductase 2	80.09%	89.49%

Plants that contains it

• Coriandrum sativum
• Foeniculum vulgare
• Platanus occidentalis
• Platanus orientalis

Cross-Links

• PubChem: 6451113
• NPASS: NPC101399
• ChEMBL: CHEMBL1075910
• LOTUS: LTS0138220
• wikiData: Q105030039