7-Hydroxy-8-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enyl]chromen-2-one

Details

• Internal ID: ca1e1c78-bcf4-40a9-bb50-6b6dd47efbd0
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 7-hydroxy-8-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enyl]chromen-2-one
• SMILES (Canonical): CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)O)COC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)O)COC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C20H24O9/c1-10(9-27-20-18(26)17(25)16(24)14(8-21)28-20)2-5-12-13(22)6-3-11-4-7-15(23)29-19(11)12/h2-4,6-7,14,16-18,20-22,24-26H,5,8-9H2,1H3
• InChI Key: SPZKLFHHFIWTLW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₉
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.14203234 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7649	76.49%
Caco-2	-	0.8679	86.79%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6568	65.68%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8646	86.46%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6019	60.19%
P-glycoprotein inhibitior	-	0.6845	68.45%
P-glycoprotein substrate	-	0.8668	86.68%
CYP3A4 substrate	+	0.5376	53.76%
CYP2C9 substrate	-	0.6188	61.88%
CYP2D6 substrate	-	0.8551	85.51%
CYP3A4 inhibition	-	0.9406	94.06%
CYP2C9 inhibition	-	0.8727	87.27%
CYP2C19 inhibition	-	0.7017	70.17%
CYP2D6 inhibition	-	0.8380	83.80%
CYP1A2 inhibition	-	0.6827	68.27%
CYP2C8 inhibition	-	0.5949	59.49%
CYP inhibitory promiscuity	-	0.6603	66.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6870	68.70%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9673	96.73%
Skin irritation	-	0.7886	78.86%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5429	54.29%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.6466	64.66%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7097	70.97%
Acute Oral Toxicity (c)	III	0.5485	54.85%
Estrogen receptor binding	+	0.8707	87.07%
Androgen receptor binding	+	0.7198	71.98%
Thyroid receptor binding	+	0.5971	59.71%
Glucocorticoid receptor binding	+	0.7254	72.54%
Aromatase binding	+	0.6575	65.75%
PPAR gamma	+	0.8111	81.11%
Honey bee toxicity	-	0.7886	78.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9898	98.98%

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	98.72%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.45%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.86%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.92%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.48%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.18%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.86%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.76%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.36%	94.45%

Plants that contains it

• Ammi majus

Cross-Links

• PubChem: 162944475
• LOTUS: LTS0198772
• wikiData: Q105257702