Multiflorin A

Details

• Internal ID: a3b53dbd-b19b-457f-89f5-40cf56f51277
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(3S,6S)-6-[(3R,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)OC5C(C(C(C(O5)COC(=O)C)O)O)O
• SMILES (Isomeric): CC1[C@@H](C([C@@H]([C@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)O[C@H]5C(C([C@@H](C(O5)COC(=O)C)O)O)O
• InChI: InChI=1S/C29H32O16/c1-10-25(44-29-23(38)21(36)19(34)17(43-29)9-40-11(2)30)22(37)24(39)28(41-10)45-27-20(35)18-15(33)7-14(32)8-16(18)42-26(27)12-3-5-13(31)6-4-12/h3-8,10,17,19,21-25,28-29,31-34,36-39H,9H2,1-2H3/t10?,17?,19-,21?,22?,23?,24+,25+,28-,29+/m1/s1
• InChI Key: KXOPSQZLBRPJGX-RHTLDPNOSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₆
• Molecular Weight: 636.60 g/mol
• Exact Mass: 636.16903493 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.82
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• SCHEMBL8221367
• CHEBI:168763
• LMPK12111899
• [(3S,6S)-6-[(3R,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5641	56.41%
Caco-2	-	0.8909	89.09%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6963	69.63%
OATP2B1 inhibitior	-	0.5747	57.47%
OATP1B1 inhibitior	+	0.8591	85.91%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6165	61.65%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5199	51.99%
CYP3A4 substrate	+	0.6728	67.28%
CYP2C9 substrate	+	0.5319	53.19%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.9235	92.35%
CYP2C9 inhibition	-	0.9179	91.79%
CYP2C19 inhibition	-	0.9377	93.77%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.8979	89.79%
CYP2C8 inhibition	+	0.8196	81.96%
CYP inhibitory promiscuity	-	0.8351	83.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7438	74.38%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.8297	82.97%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5385	53.85%
Micronuclear	+	0.5892	58.92%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9378	93.78%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8480	84.80%
Acute Oral Toxicity (c)	III	0.6100	61.00%
Estrogen receptor binding	+	0.7811	78.11%
Androgen receptor binding	+	0.7001	70.01%
Thyroid receptor binding	+	0.5535	55.35%
Glucocorticoid receptor binding	+	0.6449	64.49%
Aromatase binding	+	0.5350	53.50%
PPAR gamma	+	0.7110	71.10%
Honey bee toxicity	-	0.7480	74.80%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9684	96.84%

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	99.31%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.25%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.86%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.63%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	96.64%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.04%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.63%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	93.49%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.33%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.60%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.36%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.93%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.54%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.02%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.68%	94.80%
CHEMBL3194	P02766	Transthyretin	82.34%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.98%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.05%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.91%	95.56%

Plants that contains it

• Bombax ceiba
• Prunus japonica
• Prunus persica
• Rhamnus leptophylla
• Rosa multiflora
• Selliguea moulmeinensis

Cross-Links

• PubChem: 44258969
• NPASS: NPC82360
• LOTUS: LTS0057477
• wikiData: Q104401859