trans-Methylkhellactone

Details

• Internal ID: 06f9e5cc-e873-4473-b07b-2467c1af9e86
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: (9R,10S)-9-hydroxy-10-methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-f]chromen-2-one
• InChI: InChI=1S/C15H16O5/c1-15(2)14(17)13(18-3)11-9(20-15)6-4-8-5-7-10(16)19-12(8)11/h4-7,13-14,17H,1-3H3/t13-,14+/m0/s1
• InChI Key: MDDPVXHWOABQJQ-UONOGXRCSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 23733-92-8
• (9R,10S)-9-hydroxy-10-methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-f]chromen-2-one
• CHEMBL463635
• AKOS040762444

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9600	96.00%
Caco-2	+	0.5318	53.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7106	71.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9594	95.94%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8130	81.30%
P-glycoprotein inhibitior	-	0.7597	75.97%
P-glycoprotein substrate	-	0.8966	89.66%
CYP3A4 substrate	+	0.5104	51.04%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8103	81.03%
CYP3A4 inhibition	-	0.6301	63.01%
CYP2C9 inhibition	-	0.9505	95.05%
CYP2C19 inhibition	-	0.7522	75.22%
CYP2D6 inhibition	-	0.8503	85.03%
CYP1A2 inhibition	-	0.5973	59.73%
CYP2C8 inhibition	-	0.7308	73.08%
CYP inhibitory promiscuity	-	0.8195	81.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4356	43.56%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.8177	81.77%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.9741	97.41%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9011	90.11%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6712	67.12%
Acute Oral Toxicity (c)	III	0.6099	60.99%
Estrogen receptor binding	+	0.6466	64.66%
Androgen receptor binding	+	0.6530	65.30%
Thyroid receptor binding	+	0.5478	54.78%
Glucocorticoid receptor binding	+	0.5657	56.57%
Aromatase binding	+	0.6350	63.50%
PPAR gamma	+	0.6637	66.37%
Honey bee toxicity	-	0.7977	79.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9337	93.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.29%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.60%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.65%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.45%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.86%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.42%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.40%	85.30%

Plants that contains it

• Ferulopsis hystrix

Cross-Links

• PubChem: 21679806
• LOTUS: LTS0264124
• wikiData: Q105161621