5-hydroxy-6,7-dimethoxy-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: 10f32658-55df-4c13-b9ff-c94cff1f97e1
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 5-hydroxy-6,7-dimethoxy-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC=C(C2=O)C3=CC=C(C=C3)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)OC
• SMILES (Isomeric): COC1=C(C(=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@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O)OC
• InChI: InChI=1S/C29H34O16/c1-39-15-7-14-18(22(34)27(15)40-2)19(31)13(9-41-14)11-3-5-12(6-4-11)43-29-26(38)24(36)21(33)17(45-29)10-42-28-25(37)23(35)20(32)16(8-30)44-28/h3-7,9,16-17,20-21,23-26,28-30,32-38H,8,10H2,1-2H3/t16-,17-,20-,21-,23+,24+,25-,26-,28-,29-/m1/s1
• InChI Key: GEVYZCAPWHGAOB-SFMJQTNTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₆
• Molecular Weight: 638.60 g/mol
• Exact Mass: 638.18468499 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.81
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5623	56.23%
Caco-2	-	0.8854	88.54%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9748	97.48%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5796	57.96%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6538	65.38%
CYP3A4 substrate	+	0.6534	65.34%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9284	92.84%
CYP2C9 inhibition	-	0.9208	92.08%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.9232	92.32%
CYP2C8 inhibition	+	0.7254	72.54%
CYP inhibitory promiscuity	-	0.7113	71.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7032	70.32%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9221	92.21%
Skin irritation	-	0.8442	84.42%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6422	64.22%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9340	93.40%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8054	80.54%
Acute Oral Toxicity (c)	III	0.7041	70.41%
Estrogen receptor binding	+	0.7799	77.99%
Androgen receptor binding	+	0.5581	55.81%
Thyroid receptor binding	-	0.5184	51.84%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5320	53.20%
PPAR gamma	+	0.6897	68.97%
Honey bee toxicity	-	0.7550	75.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.7167	71.67%

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	99.29%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.65%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.13%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.85%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.24%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.37%	99.17%
CHEMBL4302	P08183	P-glycoprotein 1	90.14%	92.98%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.62%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.36%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.06%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.31%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.86%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.85%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.58%	97.09%
CHEMBL4208	P20618	Proteasome component C5	82.69%	90.00%
CHEMBL1907	P15144	Aminopeptidase N	82.56%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.50%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.44%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.94%	95.89%

Plants that contains it

• Iris pseudopumila

Cross-Links

• PubChem: 162919919
• LOTUS: LTS0223069
• wikiData: Q105007370