Multifidoside A

Details

• Internal ID: 6f87faa5-478a-4f44-b0f9-f7d8e4aa71fd
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[3-hydroxy-4-[(2S,3S)-2-(hydroxymethyl)-6-[(E)-3-hydroxyprop-1-enyl]-2,3-dihydro-1,4-benzodioxin-3-yl]phenoxy]oxane-3,4,5-triol
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C(C=C3)C4C(OC5=C(O4)C=C(C=C5)C=CCO)CO)O)O)O)O)O)(CO)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C(C=C3)[C@H]4[C@@H](OC5=C(O4)C=C(C=C5)/C=C/CO)CO)O)O)O)O)O)(CO)O
• InChI: InChI=1S/C29H36O15/c30-7-1-2-14-3-6-18-19(8-14)43-25(20(10-31)42-18)16-5-4-15(9-17(16)33)41-27-24(36)23(35)22(34)21(44-27)11-39-28-26(37)29(38,12-32)13-40-28/h1-6,8-9,20-28,30-38H,7,10-13H2/b2-1+/t20-,21+,22+,23-,24+,25-,26-,27+,28+,29+/m0/s1
• InChI Key: CWONGSUNXBJOMK-LRWUGFCWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₅
• Molecular Weight: 624.60 g/mol
• Exact Mass: 624.20542044 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.09
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

• Multifidoside A
• 1071608-00-8
• beta-D-Glucopyranoside, 4-((2S,3S)-2,3-dihydro-3-(hydroxymethyl)-7-((1E)-3-hydroxy-1-propen-1-yl)-1,4-benzodioxin-2-yl)-3-hydroxyphenyl 6-O-D-apio-beta-D-furanosyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6549	65.49%
Caco-2	-	0.9139	91.39%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6292	62.92%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8777	87.77%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8259	82.59%
P-glycoprotein inhibitior	-	0.4296	42.96%
P-glycoprotein substrate	-	0.5775	57.75%
CYP3A4 substrate	+	0.6866	68.66%
CYP2C9 substrate	-	0.6226	62.26%
CYP2D6 substrate	-	0.8085	80.85%
CYP3A4 inhibition	-	0.9111	91.11%
CYP2C9 inhibition	-	0.8974	89.74%
CYP2C19 inhibition	-	0.7379	73.79%
CYP2D6 inhibition	-	0.8344	83.44%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	+	0.6997	69.97%
CYP inhibitory promiscuity	-	0.7243	72.43%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5401	54.01%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.8072	80.72%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7796	77.96%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6425	64.25%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6588	65.88%
Acute Oral Toxicity (c)	III	0.4801	48.01%
Estrogen receptor binding	+	0.7495	74.95%
Androgen receptor binding	+	0.5946	59.46%
Thyroid receptor binding	+	0.5162	51.62%
Glucocorticoid receptor binding	-	0.5649	56.49%
Aromatase binding	+	0.5879	58.79%
PPAR gamma	+	0.6980	69.80%
Honey bee toxicity	-	0.7089	70.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9133	91.33%

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	99.76%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	99.11%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.06%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.08%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.57%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.87%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.82%	91.49%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.46%	91.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.41%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.57%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.51%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.23%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.94%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.89%	95.83%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.77%	96.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.44%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.80%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.28%	93.40%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.06%	91.07%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.88%	97.36%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.53%	94.62%
CHEMBL4208	P20618	Proteasome component C5	80.03%	90.00%

Plants that contains it

• Eleutherococcus brachypus
• Pteris multifida

Cross-Links

• PubChem: 132494164
• LOTUS: LTS0026930
• wikiData: Q104971440