[(3S)-5-hydroxy-2,2-dimethyl-8-[[(Z)-2-methylbut-2-enoyl]oxymethyl]-6-oxo-3,4-dihydropyrano[3,2-g]chromen-3-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: 0dfe2a0b-fbcb-452f-8eac-148470be1d56
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: [(3S)-5-hydroxy-2,2-dimethyl-8-[[(Z)-2-methylbut-2-enoyl]oxymethyl]-6-oxo-3,4-dihydropyrano[3,2-g]chromen-3-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate
• SMILES (Canonical): CC=C(C)C(=O)OCC1=CC(=O)C2=C(C3=C(C=C2O1)OC(C(C3)OC(=O)C4(C(O4)C)C)(C)C)O
• SMILES (Isomeric): C/C=C(/C)\C(=O)OCC1=CC(=O)C2=C(C3=C(C=C2O1)OC([C@H](C3)OC(=O)[C@@]4([C@@H](O4)C)C)(C)C)O
• InChI: InChI=1S/C25H28O9/c1-7-12(2)22(28)30-11-14-8-16(26)20-18(31-14)10-17-15(21(20)27)9-19(24(4,5)34-17)32-23(29)25(6)13(3)33-25/h7-8,10,13,19,27H,9,11H2,1-6H3/b12-7-/t13-,19-,25-/m0/s1
• InChI Key: HHRIEKBNNZXBCO-IMMAGOLZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₉
• Molecular Weight: 472.50 g/mol
• Exact Mass: 472.17333247 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	-	0.6235	62.35%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7587	75.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8583	85.83%
OATP1B3 inhibitior	+	0.8237	82.37%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9429	94.29%
P-glycoprotein inhibitior	+	0.8034	80.34%
P-glycoprotein substrate	+	0.5527	55.27%
CYP3A4 substrate	+	0.6741	67.41%
CYP2C9 substrate	-	0.5691	56.91%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	-	0.8262	82.62%
CYP2C9 inhibition	-	0.5190	51.90%
CYP2C19 inhibition	+	0.5080	50.80%
CYP2D6 inhibition	-	0.8856	88.56%
CYP1A2 inhibition	-	0.5101	51.01%
CYP2C8 inhibition	+	0.6635	66.35%
CYP inhibitory promiscuity	-	0.6949	69.49%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6631	66.31%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.7705	77.05%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5199	51.99%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6638	66.38%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7641	76.41%
Acute Oral Toxicity (c)	III	0.5383	53.83%
Estrogen receptor binding	+	0.8760	87.60%
Androgen receptor binding	+	0.7569	75.69%
Thyroid receptor binding	+	0.5726	57.26%
Glucocorticoid receptor binding	+	0.8771	87.71%
Aromatase binding	+	0.6719	67.19%
PPAR gamma	+	0.7523	75.23%
Honey bee toxicity	-	0.6286	62.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9916	99.16%

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	99.88%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.69%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	95.39%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.24%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.01%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.97%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	90.29%	83.82%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	90.14%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.58%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.45%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.61%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.60%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.44%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.53%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.38%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.05%	91.19%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.00%	85.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.11%	94.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.34%	89.50%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.90%	94.42%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	81.03%	90.48%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.45%	91.07%

Plants that contains it

• Angelica polymorpha

Cross-Links

• PubChem: 163188852
• LOTUS: LTS0058862
• wikiData: Q105028517