(3Z,6R,9Z,11R,13R)-11-(hydroxymethyl)-6,13-dimethyl-1,7-dioxacyclotrideca-3,9-diene-2,8-dione

Details

• Internal ID: 34f12f02-980a-45b1-8b98-ed43adaa0ae3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: (3Z,6R,9Z,11R,13R)-11-(hydroxymethyl)-6,13-dimethyl-1,7-dioxacyclotrideca-3,9-diene-2,8-dione
• SMILES (Canonical): CC1CC=CC(=O)OC(CC(C=CC(=O)O1)CO)C
• SMILES (Isomeric): C[C@@H]1C/C=C\C(=O)O[C@@H](C[C@H](/C=C\C(=O)O1)CO)C
• InChI: InChI=1S/C14H20O5/c1-10-4-3-5-13(16)19-11(2)8-12(9-15)6-7-14(17)18-10/h3,5-7,10-12,15H,4,8-9H2,1-2H3/b5-3-,7-6-/t10-,11-,12+/m1/s1
• InChI Key: YKNKDKHJZIUQBL-GGEDSSHMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₅
• Molecular Weight: 268.30 g/mol
• Exact Mass: 268.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9647	96.47%
Caco-2	-	0.6553	65.53%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7512	75.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8711	87.11%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9139	91.39%
P-glycoprotein inhibitior	-	0.9646	96.46%
P-glycoprotein substrate	-	0.8225	82.25%
CYP3A4 substrate	-	0.5399	53.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9052	90.52%
CYP3A4 inhibition	-	0.8048	80.48%
CYP2C9 inhibition	-	0.9043	90.43%
CYP2C19 inhibition	-	0.9319	93.19%
CYP2D6 inhibition	-	0.9494	94.94%
CYP1A2 inhibition	-	0.8704	87.04%
CYP2C8 inhibition	-	0.9825	98.25%
CYP inhibitory promiscuity	-	0.9792	97.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8171	81.71%
Carcinogenicity (trinary)	Non-required	0.6488	64.88%
Eye corrosion	-	0.9299	92.99%
Eye irritation	-	0.9573	95.73%
Skin irritation	-	0.7677	76.77%
Skin corrosion	-	0.8993	89.93%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5464	54.64%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7070	70.70%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.5532	55.32%
Acute Oral Toxicity (c)	III	0.5894	58.94%
Estrogen receptor binding	-	0.5123	51.23%
Androgen receptor binding	-	0.7454	74.54%
Thyroid receptor binding	-	0.7403	74.03%
Glucocorticoid receptor binding	-	0.5643	56.43%
Aromatase binding	-	0.7392	73.92%
PPAR gamma	-	0.6861	68.61%
Honey bee toxicity	-	0.9364	93.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.4876	48.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	89.73%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.49%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.71%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.13%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.92%	97.25%

Plants that contains it

• Artemisia reptans

Cross-Links

• PubChem: 101670023
• LOTUS: LTS0152888
• wikiData: Q105247165