9-Hydroxy-9,14-dimethyl-5-methylidene-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradecan-4-one

Details

• Internal ID: ca52f9db-8213-435c-b6e4-4c16e4303381
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 9-hydroxy-9,14-dimethyl-5-methylidene-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradecan-4-one
• SMILES (Canonical): CC1(CCC2C(C3C1CC4C3(O4)C)OC(=O)C2=C)O
• SMILES (Isomeric): CC1(CCC2C(C3C1CC4C3(O4)C)OC(=O)C2=C)O
• InChI: InChI=1S/C15H20O4/c1-7-8-4-5-14(2,17)9-6-10-15(3,19-10)11(9)12(8)18-13(7)16/h8-12,17H,1,4-6H2,2-3H3
• InChI Key: VJJWNCDXPAOOIO-UHFFFAOYSA-N
• Popularity: 0 references 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): 59.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 4
• 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	+	0.9858	98.58%
Caco-2	+	0.7194	71.94%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6649	66.49%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8706	87.06%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9772	97.72%
P-glycoprotein inhibitior	-	0.8986	89.86%
P-glycoprotein substrate	-	0.7920	79.20%
CYP3A4 substrate	+	0.6441	64.41%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8559	85.59%
CYP3A4 inhibition	-	0.6223	62.23%
CYP2C9 inhibition	-	0.8705	87.05%
CYP2C19 inhibition	-	0.9001	90.01%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.5637	56.37%
CYP2C8 inhibition	-	0.6532	65.32%
CYP inhibitory promiscuity	-	0.9761	97.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6040	60.40%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.8652	86.52%
Skin irritation	-	0.5270	52.70%
Skin corrosion	-	0.8796	87.96%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5255	52.55%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.7735	77.35%
skin sensitisation	-	0.7350	73.50%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7449	74.49%
Acute Oral Toxicity (c)	III	0.3368	33.68%
Estrogen receptor binding	+	0.8318	83.18%
Androgen receptor binding	+	0.6474	64.74%
Thyroid receptor binding	+	0.6478	64.78%
Glucocorticoid receptor binding	+	0.7343	73.43%
Aromatase binding	-	0.4947	49.47%
PPAR gamma	-	0.5333	53.33%
Honey bee toxicity	-	0.7506	75.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9789	97.89%

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	96.99%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.26%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.87%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.89%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	88.37%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.64%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.90%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.47%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.30%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.02%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%

Plants that contains it

• Tanacetum parthenium

Cross-Links

• PubChem: 162939147
• LOTUS: LTS0156474
• wikiData: Q105287300