[(3S,4R)-2,2-dimethyl-3-(3-methylbut-2-enoyloxy)-8-oxo-3,4-dihydropyrano[3,2-g]chromen-4-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: d1f33450-8161-45fa-b792-8f16d7560652
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
• IUPAC Name: [(3S,4R)-2,2-dimethyl-3-(3-methylbut-2-enoyloxy)-8-oxo-3,4-dihydropyrano[3,2-g]chromen-4-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C24H26O7/c1-7-14(4)23(27)30-21-16-11-15-8-9-19(25)28-17(15)12-18(16)31-24(5,6)22(21)29-20(26)10-13(2)3/h7-12,21-22H,1-6H3/b14-7-/t21-,22+/m1/s1
• InChI Key: MUBXKIDUHCCWJE-MKKZQTCBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₇
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.16785316 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.6917	69.17%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7240	72.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8991	89.91%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9224	92.24%
P-glycoprotein inhibitior	+	0.9039	90.39%
P-glycoprotein substrate	-	0.5602	56.02%
CYP3A4 substrate	+	0.6380	63.80%
CYP2C9 substrate	-	0.8208	82.08%
CYP2D6 substrate	-	0.8923	89.23%
CYP3A4 inhibition	+	0.6239	62.39%
CYP2C9 inhibition	-	0.6806	68.06%
CYP2C19 inhibition	+	0.7432	74.32%
CYP2D6 inhibition	-	0.8778	87.78%
CYP1A2 inhibition	-	0.5415	54.15%
CYP2C8 inhibition	+	0.6294	62.94%
CYP inhibitory promiscuity	+	0.6952	69.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4415	44.15%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8509	85.09%
Skin irritation	-	0.7534	75.34%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7825	78.25%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.6848	68.48%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5425	54.25%
Acute Oral Toxicity (c)	III	0.7765	77.65%
Estrogen receptor binding	+	0.8056	80.56%
Androgen receptor binding	+	0.7007	70.07%
Thyroid receptor binding	+	0.5632	56.32%
Glucocorticoid receptor binding	+	0.7830	78.30%
Aromatase binding	-	0.5919	59.19%
PPAR gamma	+	0.6696	66.96%
Honey bee toxicity	-	0.6400	64.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	99.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.63%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.03%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.54%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.84%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	88.19%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.82%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.00%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.98%	94.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.76%	80.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.72%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.31%	90.71%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.29%	81.11%

Plants that contains it

• Angelica decursiva

Cross-Links

• PubChem: 21581509
• LOTUS: LTS0004524
• wikiData: Q105172057