11-Chloro-2,12-dihydroxy-2,11-dimethyl-6-methylidene-8,14-dioxatetracyclo[8.4.0.01,13.05,9]tetradecan-7-one

Details

• Internal ID: d9dbe2e8-cf8d-4cb2-beb6-3af6f1f426a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 11-chloro-2,12-dihydroxy-2,11-dimethyl-6-methylidene-8,14-dioxatetracyclo[8.4.0.01,13.05,9]tetradecan-7-one
• SMILES (Canonical): CC1(CCC2C(C3C14C(O4)C(C3(C)Cl)O)OC(=O)C2=C)O
• SMILES (Isomeric): CC1(CCC2C(C3C14C(O4)C(C3(C)Cl)O)OC(=O)C2=C)O
• InChI: InChI=1S/C15H19ClO5/c1-6-7-4-5-13(2,19)15-9(8(7)20-12(6)18)14(3,16)10(17)11(15)21-15/h7-11,17,19H,1,4-5H2,2-3H3
• InChI Key: OBUQSMIGOUJNTL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉ClO₅
• Molecular Weight: 314.76 g/mol
• Exact Mass: 314.0921014 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.75
• 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	+	0.9852	98.52%
Caco-2	-	0.5205	52.05%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5714	57.14%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9707	97.07%
P-glycoprotein inhibitior	-	0.8796	87.96%
P-glycoprotein substrate	-	0.8165	81.65%
CYP3A4 substrate	+	0.6528	65.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	-	0.7659	76.59%
CYP2C9 inhibition	-	0.8207	82.07%
CYP2C19 inhibition	-	0.8340	83.40%
CYP2D6 inhibition	-	0.8885	88.85%
CYP1A2 inhibition	-	0.7778	77.78%
CYP2C8 inhibition	-	0.7140	71.40%
CYP inhibitory promiscuity	-	0.9241	92.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8482	84.82%
Carcinogenicity (trinary)	Non-required	0.4327	43.27%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9515	95.15%
Skin irritation	-	0.6352	63.52%
Skin corrosion	-	0.8539	85.39%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5480	54.80%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.7617	76.17%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7540	75.40%
Acute Oral Toxicity (c)	III	0.4396	43.96%
Estrogen receptor binding	+	0.7553	75.53%
Androgen receptor binding	+	0.6612	66.12%
Thyroid receptor binding	+	0.6586	65.86%
Glucocorticoid receptor binding	+	0.6267	62.67%
Aromatase binding	-	0.5232	52.32%
PPAR gamma	+	0.6035	60.35%
Honey bee toxicity	-	0.7553	75.53%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9568	95.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.16%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.82%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.16%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.55%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	85.37%	95.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.26%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.84%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.79%	100.00%

Plants that contains it

• Achillea clavennae
• Artemisia pedemontana subsp. pedemontana

Cross-Links

• PubChem: 14137584
• LOTUS: LTS0216846
• wikiData: Q105189179