methyl (6S)-11,12-dihydroxy-4-(2-methoxy-2-oxoethyl)-3,8-dioxo-2,7-dioxatricyclo[7.3.1.05,13]trideca-1(13),4,9,11-tetraene-6-carboxylate

Details

• Internal ID: d61a30ff-0a76-4414-aa6a-7aa8d7ec81ae
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7,8-dihydroxycoumarins
• IUPAC Name: methyl (6S)-11,12-dihydroxy-4-(2-methoxy-2-oxoethyl)-3,8-dioxo-2,7-dioxatricyclo[7.3.1.05,13]trideca-1(13),4,9,11-tetraene-6-carboxylate
• InChI: InChI=1S/C16H12O10/c1-23-8(18)4-6-10-9-5(14(20)26-13(10)16(22)24-2)3-7(17)11(19)12(9)25-15(6)21/h3,13,17,19H,4H2,1-2H3/t13-/m0/s1
• InChI Key: FFXNWXXYPHZXTP-ZDUSSCGKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₁₀
• Molecular Weight: 364.26 g/mol
• Exact Mass: 364.04304658 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8348	83.48%
Caco-2	-	0.5864	58.64%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6934	69.34%
OATP2B1 inhibitior	-	0.7139	71.39%
OATP1B1 inhibitior	+	0.7715	77.15%
OATP1B3 inhibitior	+	0.9085	90.85%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8501	85.01%
P-glycoprotein inhibitior	-	0.6949	69.49%
P-glycoprotein substrate	-	0.6590	65.90%
CYP3A4 substrate	+	0.5857	58.57%
CYP2C9 substrate	-	0.5743	57.43%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.9418	94.18%
CYP2C9 inhibition	-	0.9293	92.93%
CYP2C19 inhibition	-	0.8952	89.52%
CYP2D6 inhibition	-	0.8762	87.62%
CYP1A2 inhibition	-	0.7940	79.40%
CYP2C8 inhibition	+	0.4545	45.45%
CYP inhibitory promiscuity	-	0.9103	91.03%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6904	69.04%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.6504	65.04%
Skin irritation	-	0.7790	77.90%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6500	65.00%
Micronuclear	+	0.6318	63.18%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9124	91.24%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8085	80.85%
Acute Oral Toxicity (c)	III	0.6295	62.95%
Estrogen receptor binding	+	0.7362	73.62%
Androgen receptor binding	+	0.7049	70.49%
Thyroid receptor binding	-	0.6567	65.67%
Glucocorticoid receptor binding	+	0.8022	80.22%
Aromatase binding	-	0.6097	60.97%
PPAR gamma	+	0.6869	68.69%
Honey bee toxicity	-	0.8443	84.43%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9356	93.56%

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	99.16%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.93%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.54%	89.34%
CHEMBL4040	P28482	MAP kinase ERK2	93.55%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.03%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.09%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.46%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.70%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.15%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.65%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.92%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.38%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.21%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.45%	97.28%

Plants that contains it

• Euphorbia humifusa

Cross-Links

• PubChem: 77461168
• NPASS: NPC155101
• ChEMBL: CHEMBL3236504