4-Hydroxy-5-methoxy-5-methyl-3-tetradecylideneoxolan-2-one

Details

• Internal ID: 499c5655-00e6-4770-be8b-e5acccbbb09e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: 4-hydroxy-5-methoxy-5-methyl-3-tetradecylideneoxolan-2-one
• SMILES (Canonical): CCCCCCCCCCCCCC=C1C(C(OC1=O)(C)OC)O
• SMILES (Isomeric): CCCCCCCCCCCCCC=C1C(C(OC1=O)(C)OC)O
• InChI: InChI=1S/C20H36O4/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(21)20(2,23-3)24-19(17)22/h16,18,21H,4-15H2,1-3H3
• InChI Key: YLCXJNOKPGBEPM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₄
• Molecular Weight: 340.50 g/mol
• Exact Mass: 340.26135963 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9364	93.64%
Caco-2	+	0.7735	77.35%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6363	63.63%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.8525	85.25%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7090	70.90%
P-glycoprotein inhibitior	-	0.6247	62.47%
P-glycoprotein substrate	-	0.8518	85.18%
CYP3A4 substrate	+	0.5863	58.63%
CYP2C9 substrate	-	0.6100	61.00%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.5435	54.35%
CYP2C9 inhibition	-	0.7131	71.31%
CYP2C19 inhibition	+	0.5625	56.25%
CYP2D6 inhibition	-	0.8795	87.95%
CYP1A2 inhibition	-	0.5295	52.95%
CYP2C8 inhibition	-	0.5659	56.59%
CYP inhibitory promiscuity	-	0.6674	66.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6275	62.75%
Eye corrosion	-	0.9757	97.57%
Eye irritation	-	0.5474	54.74%
Skin irritation	-	0.5235	52.35%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4056	40.56%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5831	58.31%
skin sensitisation	-	0.7971	79.71%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6551	65.51%
Acute Oral Toxicity (c)	III	0.4397	43.97%
Estrogen receptor binding	+	0.5551	55.51%
Androgen receptor binding	-	0.6226	62.26%
Thyroid receptor binding	+	0.6007	60.07%
Glucocorticoid receptor binding	+	0.6260	62.60%
Aromatase binding	-	0.6282	62.82%
PPAR gamma	+	0.6249	62.49%
Honey bee toxicity	-	0.9353	93.53%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	+	0.8513	85.13%
Fish aquatic toxicity	+	0.9797	97.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.09%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.35%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	92.93%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.52%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.01%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.28%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.71%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.09%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	85.47%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	82.72%	98.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.19%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.26%	92.62%

Plants that contains it

• Apalochlamys spectabilis
• Cinnamomum subavenium
• Laggera alata
• Litsea hypophaea
• Stevia achalensis

Cross-Links

• PubChem: 162986152
• LOTUS: LTS0094298
• wikiData: Q105252734