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

Details

• Internal ID: 8649d714-2f4a-45fb-8026-c99eb3768f79
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 5-hydroxy-2,2-dimethyl-7-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]pyrano[3,2-g]chromen-6-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C(=CO3)C4=CC=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C(=CO3)C4=CC=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C
• InChI: InChI=1S/C26H26O10/c1-26(2)8-7-14-16(36-26)9-17-19(20(14)28)21(29)15(11-33-17)12-3-5-13(6-4-12)34-25-24(32)23(31)22(30)18(10-27)35-25/h3-9,11,18,22-25,27-28,30-32H,10H2,1-2H3/t18-,22-,23+,24-,25-/m1/s1
• InChI Key: IPBFNCOSMJEHAG-GOZZSVHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₁₀
• Molecular Weight: 498.50 g/mol
• Exact Mass: 498.15259702 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7334	73.34%
Caco-2	-	0.8643	86.43%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7599	75.99%
OATP2B1 inhibitior	-	0.7050	70.50%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9341	93.41%
P-glycoprotein inhibitior	+	0.5793	57.93%
P-glycoprotein substrate	-	0.7168	71.68%
CYP3A4 substrate	+	0.6792	67.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.8646	86.46%
CYP2C9 inhibition	-	0.8422	84.22%
CYP2C19 inhibition	-	0.8041	80.41%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.7650	76.50%
CYP2C8 inhibition	+	0.6657	66.57%
CYP inhibitory promiscuity	-	0.6448	64.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6468	64.68%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.8193	81.93%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6451	64.51%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	-	0.6848	68.48%
skin sensitisation	-	0.8724	87.24%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7370	73.70%
Acute Oral Toxicity (c)	III	0.5955	59.55%
Estrogen receptor binding	+	0.8088	80.88%
Androgen receptor binding	+	0.7178	71.78%
Thyroid receptor binding	+	0.6457	64.57%
Glucocorticoid receptor binding	+	0.7272	72.72%
Aromatase binding	+	0.5744	57.44%
PPAR gamma	+	0.7970	79.70%
Honey bee toxicity	-	0.7192	71.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9545	95.45%

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	99.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.69%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.80%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.45%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.23%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.20%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.14%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	89.83%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.55%	97.09%
CHEMBL4208	P20618	Proteasome component C5	88.06%	90.00%
CHEMBL1907	P15144	Aminopeptidase N	87.76%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.72%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.75%	86.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.47%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.17%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.82%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.64%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	83.53%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.12%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.72%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.79%	95.83%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.26%	95.78%

Plants that contains it

• Genista pichisermolliana

Cross-Links

• PubChem: 162878198
• LOTUS: LTS0223431
• wikiData: Q105117040