(1S,8R,9R)-1,9-dihydroxy-4-methoxy-5-methyl-8-prop-1-en-2-yl-1,7,8,9-tetrahydrofuro[3,4-f]chromen-3-one

Details

• Internal ID: 0ff5bbd5-cddc-4061-93cb-8dd74d5c248d
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (1S,8R,9R)-1,9-dihydroxy-4-methoxy-5-methyl-8-prop-1-en-2-yl-1,7,8,9-tetrahydrofuro[3,4-f]chromen-3-one
• InChI: InChI=1S/C16H18O6/c1-6(2)8-5-21-14-7(3)13(20-4)11-9(10(14)12(8)17)15(18)22-16(11)19/h8,12,15,17-18H,1,5H2,2-4H3/t8-,12+,15-/m0/s1
• InChI Key: QNENXNKSXQEQSX-XABDRZNLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	-	0.6383	63.83%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7464	74.64%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.8880	88.80%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8660	86.60%
P-glycoprotein inhibitior	-	0.8133	81.33%
P-glycoprotein substrate	-	0.8081	80.81%
CYP3A4 substrate	+	0.5435	54.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8424	84.24%
CYP3A4 inhibition	+	0.6138	61.38%
CYP2C9 inhibition	+	0.6091	60.91%
CYP2C19 inhibition	+	0.7459	74.59%
CYP2D6 inhibition	-	0.8577	85.77%
CYP1A2 inhibition	+	0.7884	78.84%
CYP2C8 inhibition	-	0.7625	76.25%
CYP inhibitory promiscuity	+	0.7369	73.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6492	64.92%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.6308	63.08%
Skin irritation	-	0.7400	74.00%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6303	63.03%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7180	71.80%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4649	46.49%
Acute Oral Toxicity (c)	II	0.4242	42.42%
Estrogen receptor binding	+	0.6954	69.54%
Androgen receptor binding	-	0.5721	57.21%
Thyroid receptor binding	+	0.5832	58.32%
Glucocorticoid receptor binding	+	0.7833	78.33%
Aromatase binding	-	0.5422	54.22%
PPAR gamma	+	0.5515	55.15%
Honey bee toxicity	-	0.7704	77.04%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	98.57%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.33%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.87%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.60%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.17%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.50%	94.00%
CHEMBL2581	P07339	Cathepsin D	82.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.52%	96.09%
CHEMBL1871	P10275	Androgen Receptor	80.43%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162997240
• LOTUS: LTS0056231
• wikiData: Q105224362