(1R,13S,16R)-3,6,13-trihydroxy-15-oxatetracyclo[7.6.1.02,7.013,16]hexadeca-2,4,6-trien-10-one

Details

• Internal ID: 31241274-849a-424c-96cc-5c894062b577
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,13S,16R)-3,6,13-trihydroxy-15-oxatetracyclo[7.6.1.02,7.013,16]hexadeca-2,4,6-trien-10-one
• SMILES (Canonical): C1CC2(COC3C2C(C1=O)CC4=C(C=CC(=C34)O)O)O
• SMILES (Isomeric): C1C[C@]2(CO[C@@H]3[C@H]2C(C1=O)CC4=C(C=CC(=C34)O)O)O
• InChI: InChI=1S/C15H16O5/c16-9-1-2-11(18)12-7(9)5-8-10(17)3-4-15(19)6-20-14(12)13(8)15/h1-2,8,13-14,16,18-19H,3-6H2/t8?,13-,14+,15-/m1/s1
• InChI Key: ALAVRKIYWOHFCY-HFZQWIKESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	-	0.8602	86.02%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8529	85.29%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9169	91.69%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8542	85.42%
BSEP inhibitior	-	0.8681	86.81%
P-glycoprotein inhibitior	-	0.9648	96.48%
P-glycoprotein substrate	-	0.8871	88.71%
CYP3A4 substrate	+	0.5331	53.31%
CYP2C9 substrate	-	0.7750	77.50%
CYP2D6 substrate	-	0.7187	71.87%
CYP3A4 inhibition	-	0.8934	89.34%
CYP2C9 inhibition	-	0.7026	70.26%
CYP2C19 inhibition	-	0.5790	57.90%
CYP2D6 inhibition	-	0.8558	85.58%
CYP1A2 inhibition	-	0.5577	55.77%
CYP2C8 inhibition	+	0.4548	45.48%
CYP inhibitory promiscuity	-	0.8814	88.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4608	46.08%
Eye corrosion	-	0.9859	98.59%
Eye irritation	+	0.6456	64.56%
Skin irritation	-	0.7634	76.34%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8205	82.05%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5405	54.05%
skin sensitisation	-	0.8215	82.15%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4811	48.11%
Acute Oral Toxicity (c)	III	0.6570	65.70%
Estrogen receptor binding	+	0.6943	69.43%
Androgen receptor binding	+	0.6065	60.65%
Thyroid receptor binding	-	0.5595	55.95%
Glucocorticoid receptor binding	+	0.8554	85.54%
Aromatase binding	-	0.7641	76.41%
PPAR gamma	+	0.5934	59.34%
Honey bee toxicity	-	0.8520	85.20%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8185	81.85%

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	99.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	89.43%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.36%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.66%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.02%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.86%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.64%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.13%	85.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.39%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.77%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.60%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.64%	90.00%

Plants that contains it

• Cordia glazioviana

Cross-Links

• PubChem: 100976543
• LOTUS: LTS0145227
• wikiData: Q104913986