(5R)-3,7-dimethyl-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,7,9(13),10-pentaene-5,11-diol

Details

• Internal ID: d224701f-550e-440f-a600-3a94f0e0b007
• Taxonomy: Organoheterocyclic compounds > Azaphilones
• IUPAC Name: (5R)-3,7-dimethyl-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,7,9(13),10-pentaene-5,11-diol
• SMILES (Canonical): CC1=CC2=C3C(=CC(=C2)O)OC(=CC3(O1)O)C
• SMILES (Isomeric): CC1=CC2=C3C(=CC(=C2)O)OC(=C[C@]3(O1)O)C
• InChI: InChI=1S/C13H12O4/c1-7-3-9-4-10(14)5-11-12(9)13(15,17-7)6-8(2)16-11/h3-6,14-15H,1-2H3/t13-/m1/s1
• InChI Key: LVPNMZHEDIKUFK-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9629	96.29%
Caco-2	+	0.7616	76.16%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7205	72.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9140	91.40%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8681	86.81%
P-glycoprotein inhibitior	-	0.8972	89.72%
P-glycoprotein substrate	-	0.8369	83.69%
CYP3A4 substrate	-	0.5059	50.59%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.7663	76.63%
CYP3A4 inhibition	-	0.6369	63.69%
CYP2C9 inhibition	+	0.6220	62.20%
CYP2C19 inhibition	-	0.5505	55.05%
CYP2D6 inhibition	-	0.8601	86.01%
CYP1A2 inhibition	-	0.6174	61.74%
CYP2C8 inhibition	+	0.4607	46.07%
CYP inhibitory promiscuity	+	0.5995	59.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.4703	47.03%
Eye corrosion	-	0.9718	97.18%
Eye irritation	+	0.9221	92.21%
Skin irritation	-	0.5489	54.89%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7291	72.91%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6544	65.44%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6337	63.37%
Acute Oral Toxicity (c)	III	0.4496	44.96%
Estrogen receptor binding	+	0.7219	72.19%
Androgen receptor binding	+	0.6116	61.16%
Thyroid receptor binding	+	0.5368	53.68%
Glucocorticoid receptor binding	-	0.5115	51.15%
Aromatase binding	+	0.6390	63.90%
PPAR gamma	+	0.6754	67.54%
Honey bee toxicity	-	0.9120	91.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5966	59.66%
Fish aquatic toxicity	+	0.9317	93.17%

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	95.07%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.39%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.22%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.89%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.77%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.48%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.67%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.62%	94.73%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.35%	82.38%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.56%	93.65%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.42%	96.09%

Plants that contains it

• Senna siamea

Cross-Links

• PubChem: 163042863
• LOTUS: LTS0098864
• wikiData: Q105157978