3-[4-[(2S,3R,4S,5S,6R)-6-[[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-5-hydroxy-7-methoxychromen-4-one

Details

• Internal ID: 3c1f3183-0e0b-49a4-b47a-e225f81c6115
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 3-[4-[(2S,3R,4S,5S,6R)-6-[[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-5-hydroxy-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC=C(C2=O)C3=CC=C(C=C3)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC=C(C2=O)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@@H]5[C@@H]([C@](CO5)(CO)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O14/c1-36-14-6-16(29)19-17(7-14)37-8-15(20(19)30)12-2-4-13(5-3-12)40-25-23(33)22(32)21(31)18(41-25)9-38-26-24(34)27(35,10-28)11-39-26/h2-8,18,21-26,28-29,31-35H,9-11H2,1H3/t18-,21-,22+,23-,24+,25-,26+,27-/m1/s1
• InChI Key: SKCGEXKDKBCXKB-UXTIFKQOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6999	69.99%
Caco-2	-	0.8982	89.82%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6762	67.62%
OATP2B1 inhibitior	-	0.8484	84.84%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7236	72.36%
P-glycoprotein inhibitior	-	0.4654	46.54%
P-glycoprotein substrate	-	0.5867	58.67%
CYP3A4 substrate	+	0.6762	67.62%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8688	86.88%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	-	0.8148	81.48%
CYP2D6 inhibition	-	0.9092	90.92%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	+	0.6859	68.59%
CYP inhibitory promiscuity	-	0.8358	83.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5632	56.32%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9287	92.87%
Skin irritation	-	0.8179	81.79%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	-	0.6323	63.23%
skin sensitisation	-	0.8789	87.89%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6321	63.21%
Acute Oral Toxicity (c)	III	0.6243	62.43%
Estrogen receptor binding	+	0.8133	81.33%
Androgen receptor binding	+	0.6747	67.47%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4819	48.19%
Aromatase binding	+	0.6497	64.97%
PPAR gamma	+	0.7703	77.03%
Honey bee toxicity	-	0.7815	78.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7753	77.53%

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	99.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.27%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	97.20%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.89%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.78%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.29%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.48%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.01%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.15%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.69%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.29%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.12%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.74%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.11%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.35%	95.83%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.03%	95.53%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.72%	97.28%
CHEMBL4208	P20618	Proteasome component C5	85.50%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.19%	97.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.91%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.48%	95.71%
CHEMBL1907	P15144	Aminopeptidase N	81.92%	93.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.42%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.25%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.07%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.94%	99.17%

Plants that contains it

• Dalbergia sissoo

Cross-Links

• PubChem: 162949655
• LOTUS: LTS0121077
• wikiData: Q105254732