10,14-Dihydroxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.03,7.011,13]tetradeca-2,6-dien-5-one

Details

• Internal ID: 16ccc8dc-af70-4270-b59d-4a36ac938215
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 10,14-dihydroxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.03,7.011,13]tetradeca-2,6-dien-5-one
• SMILES (Canonical): CC1=C2CC3C(C=C2OC1=O)(C(C4C(C3(C)O)O4)O)C
• SMILES (Isomeric): CC1=C2CC3C(C=C2OC1=O)(C(C4C(C3(C)O)O4)O)C
• InChI: InChI=1S/C15H18O5/c1-6-7-4-9-14(2,5-8(7)19-13(6)17)11(16)10-12(20-10)15(9,3)18/h5,9-12,16,18H,4H2,1-3H3
• InChI Key: GFMJLPQUCLMOST-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 5
• 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	+	0.9883	98.83%
Caco-2	-	0.5483	54.83%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6645	66.45%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9172	91.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8787	87.87%
P-glycoprotein inhibitior	-	0.9039	90.39%
P-glycoprotein substrate	-	0.8808	88.08%
CYP3A4 substrate	+	0.5671	56.71%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8747	87.47%
CYP3A4 inhibition	-	0.8158	81.58%
CYP2C9 inhibition	-	0.8116	81.16%
CYP2C19 inhibition	-	0.7878	78.78%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.7397	73.97%
CYP2C8 inhibition	-	0.9126	91.26%
CYP inhibitory promiscuity	-	0.6467	64.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4493	44.93%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9285	92.85%
Skin irritation	-	0.5655	56.55%
Skin corrosion	-	0.9056	90.56%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6660	66.60%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.7457	74.57%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5519	55.19%
Acute Oral Toxicity (c)	I	0.3686	36.86%
Estrogen receptor binding	+	0.6094	60.94%
Androgen receptor binding	-	0.5053	50.53%
Thyroid receptor binding	-	0.5755	57.55%
Glucocorticoid receptor binding	-	0.5516	55.16%
Aromatase binding	-	0.6667	66.67%
PPAR gamma	+	0.7618	76.18%
Honey bee toxicity	-	0.8974	89.74%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9751	97.51%

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	93.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.55%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.33%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.84%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.74%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.74%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.62%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.88%	100.00%

Plants that contains it

• Smyrnium perfoliatum

Cross-Links

• PubChem: 163028766
• LOTUS: LTS0049429
• wikiData: Q105007634