(1S,2R,6S,7S)-2,6-dimethyl-4,10-dioxatricyclo[5.2.1.02,6]decane-3,5-dione

Details

• Internal ID: e992e21e-5770-4bd9-a015-0473d9d36e96
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (1S,2R,6S,7S)-2,6-dimethyl-4,10-dioxatricyclo[5.2.1.02,6]decane-3,5-dione
• SMILES (Canonical): CC12C3CCC(C1(C(=O)OC2=O)C)O3
• SMILES (Isomeric): C[C@]12[C@@H]3CC[C@@H]([C@]1(C(=O)OC2=O)C)O3
• InChI: InChI=1S/C10H12O4/c1-9-5-3-4-6(13-5)10(9,2)8(12)14-7(9)11/h5-6H,3-4H2,1-2H3/t5-,6-,9-,10+/m0/s1
• InChI Key: DHZBEENLJMYSHQ-AJSHEINVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.20 g/mol
• Exact Mass: 196.07355886 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.64
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	+	0.7334	73.34%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6456	64.56%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9604	96.04%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9753	97.53%
P-glycoprotein inhibitior	-	0.9387	93.87%
P-glycoprotein substrate	-	0.9860	98.60%
CYP3A4 substrate	-	0.5732	57.32%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8010	80.10%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9606	96.06%
CYP2C19 inhibition	-	0.9592	95.92%
CYP2D6 inhibition	-	0.9660	96.60%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.9922	99.22%
CYP inhibitory promiscuity	-	0.9805	98.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5921	59.21%
Eye corrosion	-	0.9371	93.71%
Eye irritation	-	0.5489	54.89%
Skin irritation	+	0.5000	50.00%
Skin corrosion	+	0.9671	96.71%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7233	72.33%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.8607	86.07%
skin sensitisation	-	0.8100	81.00%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.8445	84.45%
Acute Oral Toxicity (c)	III	0.6701	67.01%
Estrogen receptor binding	+	0.8636	86.36%
Androgen receptor binding	-	0.6094	60.94%
Thyroid receptor binding	-	0.6866	68.66%
Glucocorticoid receptor binding	-	0.8429	84.29%
Aromatase binding	-	0.7369	73.69%
PPAR gamma	-	0.5987	59.87%
Honey bee toxicity	-	0.9387	93.87%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.7183	71.83%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293237	P54132	Bloom syndrome protein	44.7 nM	Potency	via Super-PRED
CHEMBL1293277	O15118	Niemann-Pick C1 protein	316.2 nM	Potency	via Super-PRED
CHEMBL1293294	P51151	Ras-related protein Rab-9A	562.3 nM	Potency	via Super-PRED
CHEMBL1293232	Q16637	Survival motor neuron protein	707.9 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.36%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.46%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.85%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.23%	100.00%

Plants that contains it

• Myrica rubra

Cross-Links

• PubChem: 10219801
• NPASS: NPC178179