(4S,13S)-7,11-dimethyl-4-propan-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),5,7,10-tetraen-15-one

Details

• Internal ID: fb705ac1-5a58-4329-9731-d9c0d352058d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4S,13S)-7,11-dimethyl-4-propan-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),5,7,10-tetraen-15-one
• SMILES (Canonical): CC1=CCC=C(C=CC(CCC2=CC(C1)OC2=O)C(C)C)C
• SMILES (Isomeric): CC1=CCC=C(C=C[C@@H](CCC2=C[C@H](C1)OC2=O)C(C)C)C
• InChI: InChI=1S/C20H28O2/c1-14(2)17-9-8-15(3)6-5-7-16(4)12-19-13-18(11-10-17)20(21)22-19/h6-9,13-14,17,19H,5,10-12H2,1-4H3/t17-,19-/m0/s1
• InChI Key: GFSIRKGSRCAQRP-HKUYNNGSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.9189	91.89%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4346	43.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6990	69.90%
P-glycoprotein inhibitior	-	0.6660	66.60%
P-glycoprotein substrate	-	0.8671	86.71%
CYP3A4 substrate	+	0.5415	54.15%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.8799	87.99%
CYP3A4 inhibition	-	0.8630	86.30%
CYP2C9 inhibition	-	0.8715	87.15%
CYP2C19 inhibition	-	0.5357	53.57%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	+	0.5454	54.54%
CYP2C8 inhibition	-	0.8732	87.32%
CYP inhibitory promiscuity	-	0.9009	90.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5859	58.59%
Eye corrosion	-	0.8809	88.09%
Eye irritation	-	0.9655	96.55%
Skin irritation	-	0.5201	52.01%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7463	74.63%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6803	68.03%
skin sensitisation	+	0.5768	57.68%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5590	55.90%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6103	61.03%
Acute Oral Toxicity (c)	III	0.7105	71.05%
Estrogen receptor binding	-	0.6990	69.90%
Androgen receptor binding	-	0.7254	72.54%
Thyroid receptor binding	-	0.5257	52.57%
Glucocorticoid receptor binding	+	0.6368	63.68%
Aromatase binding	-	0.6905	69.05%
PPAR gamma	+	0.5729	57.29%
Honey bee toxicity	-	0.8181	81.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9607	96.07%

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	94.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.20%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.00%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.58%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.68%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.23%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.09%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.61%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.20%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.22%	95.89%

Plants that contains it

• Croton gratissimus

Cross-Links

• PubChem: 162869670
• LOTUS: LTS0167940
• wikiData: Q105007760