(3S,4aS,10aR)-3,4a-dihydroxy-3,4,10,10a-tetrahydro-2H-pyrano[3,2-b][1,4]benzoxazine-9-carboxylic acid

Details

• Internal ID: cde89670-24ec-41fa-9fa3-c1feb7920e8c
• Taxonomy: Organoheterocyclic compounds > Benzoxazines
• IUPAC Name: (3S,4aS,10aR)-3,4a-dihydroxy-3,4,10,10a-tetrahydro-2H-pyrano[3,2-b][1,4]benzoxazine-9-carboxylic acid
• InChI: InChI=1S/C12H13NO6/c14-6-4-12(17)11(18-5-6)13-9-7(10(15)16)2-1-3-8(9)19-12/h1-3,6,11,13-14,17H,4-5H2,(H,15,16)/t6-,11+,12-/m0/s1
• InChI Key: SKFNUBZVZUFBSE-GHGOGRRBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₃NO₆
• Molecular Weight: 267.23 g/mol
• Exact Mass: 267.07428713 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6376	63.76%
Caco-2	+	0.5839	58.39%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4954	49.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9501	95.01%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9400	94.00%
P-glycoprotein inhibitior	-	0.9670	96.70%
P-glycoprotein substrate	-	0.7260	72.60%
CYP3A4 substrate	-	0.5486	54.86%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.9708	97.08%
CYP2C9 inhibition	-	0.9202	92.02%
CYP2C19 inhibition	-	0.8746	87.46%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	-	0.7490	74.90%
CYP2C8 inhibition	-	0.6382	63.82%
CYP inhibitory promiscuity	-	0.9588	95.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6744	67.44%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.7810	78.10%
Skin irritation	-	0.8066	80.66%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8168	81.68%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8140	81.40%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6310	63.10%
Estrogen receptor binding	+	0.6589	65.89%
Androgen receptor binding	+	0.6807	68.07%
Thyroid receptor binding	+	0.5181	51.81%
Glucocorticoid receptor binding	-	0.6338	63.38%
Aromatase binding	-	0.7743	77.43%
PPAR gamma	+	0.7456	74.56%
Honey bee toxicity	-	0.9177	91.77%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.7029	70.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.05%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.52%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.35%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.44%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.16%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.67%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.39%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.43%	99.23%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.38%	88.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.19%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163032330
• LOTUS: LTS0093605
• wikiData: Q105254785