(2R)-6-butanoyl-5-hydroxy-10-[(1S)-1-hydroxypropyl]-2-methyl-2-(4-methylpent-3-enyl)pyrano[2,3-f]chromen-8-one

Details

• Internal ID: 96058d99-5689-49fd-9787-d6c8a071000d
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: (2R)-6-butanoyl-5-hydroxy-10-[(1S)-1-hydroxypropyl]-2-methyl-2-(4-methylpent-3-enyl)pyrano[2,3-f]chromen-8-one
• InChI: InChI=1S/C26H32O6/c1-6-9-19(28)22-23(30)16-11-13-26(5,12-8-10-15(3)4)32-24(16)21-17(18(27)7-2)14-20(29)31-25(21)22/h10-11,13-14,18,27,30H,6-9,12H2,1-5H3/t18-,26+/m0/s1
• InChI Key: BUOYJFQOEHKTFC-HFJWLAOPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₆
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.21988874 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.84
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9751	97.51%
Caco-2	-	0.6101	61.01%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7366	73.66%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	-	0.3219	32.19%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9787	97.87%
P-glycoprotein inhibitior	+	0.6539	65.39%
P-glycoprotein substrate	+	0.5679	56.79%
CYP3A4 substrate	+	0.6576	65.76%
CYP2C9 substrate	+	0.8182	81.82%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.5401	54.01%
CYP2C9 inhibition	-	0.6458	64.58%
CYP2C19 inhibition	-	0.7686	76.86%
CYP2D6 inhibition	-	0.8806	88.06%
CYP1A2 inhibition	-	0.7184	71.84%
CYP2C8 inhibition	+	0.6345	63.45%
CYP inhibitory promiscuity	-	0.7001	70.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5585	55.85%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8438	84.38%
Skin irritation	-	0.6491	64.91%
Skin corrosion	-	0.9076	90.76%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8078	80.78%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7570	75.70%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9196	91.96%
Acute Oral Toxicity (c)	III	0.5559	55.59%
Estrogen receptor binding	+	0.6948	69.48%
Androgen receptor binding	+	0.6476	64.76%
Thyroid receptor binding	+	0.5591	55.91%
Glucocorticoid receptor binding	+	0.8667	86.67%
Aromatase binding	+	0.7351	73.51%
PPAR gamma	+	0.8101	81.01%
Honey bee toxicity	-	0.7915	79.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	99.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.41%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.54%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.92%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.95%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.45%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.62%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.21%	90.71%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.84%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.57%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.13%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.33%	85.30%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.41%	97.21%

Plants that contains it

• Kayea assamica

Cross-Links

• PubChem: 163048888
• LOTUS: LTS0139873
• wikiData: Q104946207