[3,4,5-Trihydroxy-6-[3-hydroxy-2-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenoxy]oxan-2-yl]methyl but-2-enoate

Details

• Internal ID: 5628a561-adb3-4472-b7d4-990143cee2f1
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [3,4,5-trihydroxy-6-[3-hydroxy-2-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenoxy]oxan-2-yl]methyl but-2-enoate
• SMILES (Canonical): CC=CC(=O)OCC1C(C(C(C(O1)OC2=CC=CC(=C2C3=CC(=O)C4=C(C=C(C=C4O3)OC)O)O)O)O)O
• SMILES (Isomeric): CC=CC(=O)OCC1C(C(C(C(O1)OC2=CC=CC(=C2C3=CC(=O)C4=C(C=C(C=C4O3)OC)O)O)O)O)O
• InChI: InChI=1S/C26H26O12/c1-3-5-20(30)35-11-19-23(31)24(32)25(33)26(38-19)37-16-7-4-6-13(27)22(16)18-10-15(29)21-14(28)8-12(34-2)9-17(21)36-18/h3-10,19,23-28,31-33H,11H2,1-2H3
• InChI Key: YVMKWKJABXKOSO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₁₂
• Molecular Weight: 530.50 g/mol
• Exact Mass: 530.14242626 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5497	54.97%
Caco-2	-	0.8562	85.62%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5992	59.92%
OATP2B1 inhibitior	-	0.7009	70.09%
OATP1B1 inhibitior	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.9722	97.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7379	73.79%
P-glycoprotein inhibitior	+	0.6087	60.87%
P-glycoprotein substrate	-	0.5424	54.24%
CYP3A4 substrate	+	0.6561	65.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.8455	84.55%
CYP2C9 inhibition	-	0.8273	82.73%
CYP2C19 inhibition	-	0.8803	88.03%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	-	0.9283	92.83%
CYP2C8 inhibition	+	0.7249	72.49%
CYP inhibitory promiscuity	-	0.7127	71.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6664	66.64%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9252	92.52%
Skin irritation	-	0.8297	82.97%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6552	65.52%
Micronuclear	+	0.7392	73.92%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8417	84.17%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.7678	76.78%
Androgen receptor binding	+	0.6513	65.13%
Thyroid receptor binding	-	0.5095	50.95%
Glucocorticoid receptor binding	+	0.7271	72.71%
Aromatase binding	-	0.5213	52.13%
PPAR gamma	+	0.6524	65.24%
Honey bee toxicity	-	0.7793	77.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9512	95.12%

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%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.72%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.56%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.57%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.26%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	92.88%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.93%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.52%	85.14%
CHEMBL3194	P02766	Transthyretin	90.73%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.64%	99.17%
CHEMBL2535	P11166	Glucose transporter	88.91%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.72%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.28%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.07%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.89%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.26%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.57%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	82.08%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.06%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.70%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.34%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	80.14%	95.93%

Plants that contains it

• Andrographis alata

Cross-Links

• PubChem: 162964752
• LOTUS: LTS0203023
• wikiData: Q105365637