(4E,8E,12S,13S)-12-(2-hydroxypropan-2-yl)-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-15-one

Details

• Internal ID: ff3c7968-82de-409a-a988-45a350026aa4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (4E,8E,12S,13S)-12-(2-hydroxypropan-2-yl)-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-15-one
• InChI: InChI=1S/C20H30O3/c1-14-7-5-8-15(2)11-12-17(20(3,4)22)18-13-16(10-6-9-14)19(21)23-18/h8-9,13,17-18,22H,5-7,10-12H2,1-4H3/b14-9+,15-8+/t17-,18-/m0/s1
• InChI Key: VIPUZYFCPBOJJF-GXKRQMSLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 3
• 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	+	0.9941	99.41%
Caco-2	+	0.6437	64.37%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6799	67.99%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9549	95.49%
OATP1B3 inhibitior	+	0.9088	90.88%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.7743	77.43%
P-glycoprotein inhibitior	-	0.6828	68.28%
P-glycoprotein substrate	-	0.9247	92.47%
CYP3A4 substrate	+	0.5169	51.69%
CYP2C9 substrate	-	0.5916	59.16%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.8241	82.41%
CYP2C9 inhibition	-	0.5756	57.56%
CYP2C19 inhibition	-	0.5959	59.59%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	+	0.6922	69.22%
CYP2C8 inhibition	-	0.7549	75.49%
CYP inhibitory promiscuity	-	0.8624	86.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5263	52.63%
Eye corrosion	-	0.9607	96.07%
Eye irritation	-	0.8554	85.54%
Skin irritation	+	0.5068	50.68%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4533	45.33%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6230	62.30%
skin sensitisation	-	0.5994	59.94%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6172	61.72%
Acute Oral Toxicity (c)	III	0.4980	49.80%
Estrogen receptor binding	-	0.6249	62.49%
Androgen receptor binding	-	0.6969	69.69%
Thyroid receptor binding	+	0.6208	62.08%
Glucocorticoid receptor binding	+	0.6743	67.43%
Aromatase binding	-	0.6803	68.03%
PPAR gamma	+	0.6221	62.21%
Honey bee toxicity	-	0.9247	92.47%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9854	98.54%

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	95.91%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.56%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	94.17%	90.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.76%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.55%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.15%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.96%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.60%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.81%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.60%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10567583
• LOTUS: LTS0118543
• wikiData: Q105286949