(3R,4R)-2,2-dimethyl-3-(3-methylbutanoyl)-4-[(E)-2-methylbut-2-enoyl]-3,4-dihydropyrano[3,2-g]chromen-8-one

Details

• Internal ID: 5f673d83-8022-4fc8-bcd2-90f7a1155ead
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
• IUPAC Name: (3R,4R)-2,2-dimethyl-3-(3-methylbutanoyl)-4-[(E)-2-methylbut-2-enoyl]-3,4-dihydropyrano[3,2-g]chromen-8-one
• InChI: InChI=1S/C24H28O5/c1-7-14(4)23(27)21-16-11-15-8-9-20(26)28-18(15)12-19(16)29-24(5,6)22(21)17(25)10-13(2)3/h7-9,11-13,21-22H,10H2,1-6H3/b14-7+/t21-,22+/m0/s1
• InChI Key: PLYNNHYAFLIKKZ-OTRDLXLWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₅
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.19367399 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.81
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.6453	64.53%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7333	73.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8114	81.14%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8762	87.62%
P-glycoprotein inhibitior	+	0.8212	82.12%
P-glycoprotein substrate	-	0.5752	57.52%
CYP3A4 substrate	+	0.5774	57.74%
CYP2C9 substrate	-	0.5839	58.39%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.5228	52.28%
CYP2C9 inhibition	+	0.7107	71.07%
CYP2C19 inhibition	+	0.5803	58.03%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.6935	69.35%
CYP2C8 inhibition	-	0.5630	56.30%
CYP inhibitory promiscuity	+	0.5474	54.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5153	51.53%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9235	92.35%
Skin irritation	-	0.7474	74.74%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8049	80.49%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.6043	60.43%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6385	63.85%
Acute Oral Toxicity (c)	III	0.6321	63.21%
Estrogen receptor binding	+	0.6614	66.14%
Androgen receptor binding	+	0.7288	72.88%
Thyroid receptor binding	-	0.5372	53.72%
Glucocorticoid receptor binding	+	0.8007	80.07%
Aromatase binding	+	0.5905	59.05%
PPAR gamma	+	0.6342	63.42%
Honey bee toxicity	-	0.8379	83.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	98.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.82%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.84%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.06%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.77%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.76%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.61%	85.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.94%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.32%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.40%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.29%	85.00%

Plants that contains it

• Angelica decursiva

Cross-Links

• PubChem: 163185712
• LOTUS: LTS0108724
• wikiData: Q105211312