(3E,6R,9E,12R,14R)-12-hydroxy-6,14-dimethyl-1,7-dioxacyclotetradeca-3,9-diene-2,8,11-trione

Details

• Internal ID: c58fc57c-31bf-478b-9444-59a8044f3f3b
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (3E,6R,9E,12R,14R)-12-hydroxy-6,14-dimethyl-1,7-dioxacyclotetradeca-3,9-diene-2,8,11-trione
• SMILES (Canonical): CC1CC=CC(=O)OC(CC(C(=O)C=CC(=O)O1)O)C
• SMILES (Isomeric): C[C@@H]1C/C=C/C(=O)O[C@@H](C[C@H](C(=O)/C=C/C(=O)O1)O)C
• InChI: InChI=1S/C14H18O6/c1-9-4-3-5-13(17)20-10(2)8-12(16)11(15)6-7-14(18)19-9/h3,5-7,9-10,12,16H,4,8H2,1-2H3/b5-3+,7-6+/t9-,10-,12-/m1/s1
• InChI Key: CZZDNDKEYUQSIO-WLENGAGQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₆
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9513	95.13%
Caco-2	-	0.5998	59.98%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6311	63.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7341	73.41%
P-glycoprotein inhibitior	-	0.9119	91.19%
P-glycoprotein substrate	-	0.8986	89.86%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8890	88.90%
CYP3A4 inhibition	-	0.9087	90.87%
CYP2C9 inhibition	-	0.9774	97.74%
CYP2C19 inhibition	-	0.9740	97.40%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.9514	95.14%
CYP2C8 inhibition	-	0.9807	98.07%
CYP inhibitory promiscuity	-	0.9934	99.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.5429	54.29%
Eye corrosion	-	0.8743	87.43%
Eye irritation	-	0.7943	79.43%
Skin irritation	-	0.5848	58.48%
Skin corrosion	-	0.8081	80.81%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5972	59.72%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5586	55.86%
skin sensitisation	-	0.7742	77.42%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6113	61.13%
Acute Oral Toxicity (c)	III	0.4102	41.02%
Estrogen receptor binding	-	0.4749	47.49%
Androgen receptor binding	-	0.6866	68.66%
Thyroid receptor binding	-	0.7547	75.47%
Glucocorticoid receptor binding	+	0.5374	53.74%
Aromatase binding	-	0.5856	58.56%
PPAR gamma	-	0.8005	80.05%
Honey bee toxicity	-	0.9106	91.06%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.4115	41.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.56%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.58%	91.11%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	85.94%	95.52%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.64%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.94%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.65%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.33%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.06%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.94%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.06%	100.00%

Plants that contains it

• Annona squamosa

Cross-Links

• PubChem: 10356400
• NPASS: NPC305952