14,16-Dihydroxy-3-oxabicyclo[10.4.0]hexadeca-1(12),13,15-trien-2-one

Details

• Internal ID: 80b7df3a-f5f1-4a96-a5a1-0cd0f9a7c19d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 14,16-dihydroxy-3-oxabicyclo[10.4.0]hexadeca-1(12),13,15-trien-2-one
• SMILES (Canonical): C1CCCCOC(=O)C2=C(CCC1)C=C(C=C2O)O
• SMILES (Isomeric): C1CCCCOC(=O)C2=C(CCC1)C=C(C=C2O)O
• InChI: InChI=1S/C15H20O4/c16-12-9-11-7-5-3-1-2-4-6-8-19-15(18)14(11)13(17)10-12/h9-10,16-17H,1-8H2
• InChI Key: CSPXAUIPCGDIQH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.15
• 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	+	0.9328	93.28%
Caco-2	+	0.7552	75.52%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7877	78.77%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9322	93.22%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8954	89.54%
P-glycoprotein inhibitior	-	0.9313	93.13%
P-glycoprotein substrate	-	0.9748	97.48%
CYP3A4 substrate	-	0.5695	56.95%
CYP2C9 substrate	-	0.5444	54.44%
CYP2D6 substrate	-	0.8271	82.71%
CYP3A4 inhibition	-	0.6105	61.05%
CYP2C9 inhibition	-	0.6901	69.01%
CYP2C19 inhibition	+	0.5131	51.31%
CYP2D6 inhibition	-	0.8627	86.27%
CYP1A2 inhibition	+	0.5389	53.89%
CYP2C8 inhibition	-	0.7629	76.29%
CYP inhibitory promiscuity	-	0.8840	88.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7016	70.16%
Eye corrosion	-	0.9583	95.83%
Eye irritation	+	0.9455	94.55%
Skin irritation	-	0.7250	72.50%
Skin corrosion	-	0.9722	97.22%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6461	64.61%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7942	79.42%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5752	57.52%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4940	49.40%
Acute Oral Toxicity (c)	III	0.6393	63.93%
Estrogen receptor binding	+	0.8572	85.72%
Androgen receptor binding	+	0.8341	83.41%
Thyroid receptor binding	-	0.5696	56.96%
Glucocorticoid receptor binding	-	0.4929	49.29%
Aromatase binding	-	0.5387	53.87%
PPAR gamma	+	0.8947	89.47%
Honey bee toxicity	-	0.9499	94.99%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8128	81.28%

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	97.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.14%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.24%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.43%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.66%	94.45%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.14%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.77%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	87.99%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.57%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.25%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.12%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.04%	95.50%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.87%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.51%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.03%	92.62%

Plants that contains it

• Arnebia euchroma
• Lithospermum erythrorhizon

Cross-Links

• PubChem: 5316596
• NPASS: NPC263982