(3Z,5S,6R,9Z,11S,12R)-5,11-dihydroxy-6,12-dimethyl-1,7-dioxacyclododeca-3,9-diene-2,8-dione

Details

• Internal ID: 50933d91-2440-44f3-beb4-28e71ef26297
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: (3Z,5S,6R,9Z,11S,12R)-5,11-dihydroxy-6,12-dimethyl-1,7-dioxacyclododeca-3,9-diene-2,8-dione
• SMILES (Canonical): CC1C(C=CC(=O)OC(C(C=CC(=O)O1)O)C)O
• SMILES (Isomeric): C[C@H]1OC(=O)/C=C\[C@@H]([C@H](OC(=O)/C=C\[C@@H]1O)C)O
• InChI: InChI=1S/C12H16O6/c1-7-9(13)3-5-12(16)18-8(2)10(14)4-6-11(15)17-7/h3-10,13-14H,1-2H3/b5-3-,6-4-/t7-,8-,9+,10+/m1/s1
• InChI Key: LYHFOAGYEICQQA-HGILZDSQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₆
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.09468823 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 6
• 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	+	0.9099	90.99%
Caco-2	-	0.5574	55.74%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7319	73.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9792	97.92%
P-glycoprotein inhibitior	-	0.9194	91.94%
P-glycoprotein substrate	-	0.9766	97.66%
CYP3A4 substrate	-	0.6718	67.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8961	89.61%
CYP3A4 inhibition	-	0.9514	95.14%
CYP2C9 inhibition	-	0.9028	90.28%
CYP2C19 inhibition	-	0.9374	93.74%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.9632	96.32%
CYP2C8 inhibition	-	0.9965	99.65%
CYP inhibitory promiscuity	-	0.9727	97.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8387	83.87%
Carcinogenicity (trinary)	Non-required	0.5386	53.86%
Eye corrosion	-	0.8310	83.10%
Eye irritation	-	0.7670	76.70%
Skin irritation	-	0.5458	54.58%
Skin corrosion	-	0.7394	73.94%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6628	66.28%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.8074	80.74%
skin sensitisation	-	0.7872	78.72%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5373	53.73%
Acute Oral Toxicity (c)	III	0.5231	52.31%
Estrogen receptor binding	-	0.6686	66.86%
Androgen receptor binding	-	0.8329	83.29%
Thyroid receptor binding	-	0.7385	73.85%
Glucocorticoid receptor binding	-	0.5900	59.00%
Aromatase binding	-	0.8096	80.96%
PPAR gamma	-	0.7237	72.37%
Honey bee toxicity	-	0.9570	95.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7125	71.25%

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	87.87%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.68%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.12%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	82.36%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.07%	99.23%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.90%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.47%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21602025
• LOTUS: LTS0167970
• wikiData: Q105159309