Multiflorin B

Details

• Internal ID: f6a0a7da-fd32-4d79-bc3d-1a8e8199ea91
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• 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)CO)O)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)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C27H30O15/c1-9-23(41-27-21(36)19(34)17(32)15(8-28)40-27)20(35)22(37)26(38-9)42-25-18(33)16-13(31)6-12(30)7-14(16)39-24(25)10-2-4-11(29)5-3-10/h2-7,9,15,17,19-23,26-32,34-37H,8H2,1H3/t9-,15+,17+,19-,20-,21+,22+,23-,26-,27-/m0/s1
• InChI Key: ZCSDEGFPWXFQLB-WRHRXROUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

• 52657-01-9
• CHEBI:81208
• 4H-1-Benzopyran-4-one, 3-[(6-deoxy-4-O-beta-D-glucopyranosyl-alpha-L-mannopyranosyl)oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-
• CHEMBL503913
• DTXSID101317792
• C17600
• Q27155153
• kaempferol-3-O-alpha-L-rhamnopyranosyl-(1->4)-beta-D-glucopyranoside
• 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl 6-deoxy-4-O-beta-D-glucopyranosyl-alpha-L-mannopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4777	47.77%
Caco-2	-	0.9075	90.75%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	0.5614	56.14%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4642	46.42%
P-glycoprotein inhibitior	-	0.5832	58.32%
P-glycoprotein substrate	-	0.5444	54.44%
CYP3A4 substrate	+	0.6523	65.23%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9358	93.58%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.9330	93.30%
CYP2D6 inhibition	-	0.9643	96.43%
CYP1A2 inhibition	-	0.8830	88.30%
CYP2C8 inhibition	+	0.8025	80.25%
CYP inhibitory promiscuity	-	0.7188	71.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.8192	81.92%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5383	53.83%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6446	64.46%
skin sensitisation	-	0.9312	93.12%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7992	79.92%
Acute Oral Toxicity (c)	III	0.5734	57.34%
Estrogen receptor binding	+	0.7902	79.02%
Androgen receptor binding	+	0.6988	69.88%
Thyroid receptor binding	+	0.6036	60.36%
Glucocorticoid receptor binding	+	0.6253	62.53%
Aromatase binding	+	0.6050	60.50%
PPAR gamma	+	0.7365	73.65%
Honey bee toxicity	-	0.7329	73.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.8289	82.89%

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	99.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.59%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.74%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.58%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.28%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.50%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	92.40%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.33%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.19%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.93%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.74%	86.92%
CHEMBL3194	P02766	Transthyretin	84.82%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.44%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.87%	95.78%
CHEMBL242	Q92731	Estrogen receptor beta	82.39%	98.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.81%	95.89%

Plants that contains it

• Aesculus chinensis
• Aesculus hippocastanum
• Moringa oleifera
• Rosa multiflora
• Selliguea moulmeinensis
• Sinocrassula indica

Cross-Links

• PubChem: 5319938
• NPASS: NPC139320
• LOTUS: LTS0009355
• wikiData: Q27155153