(1S,4R,5R)-4-[(3E,7E)-4,8,12-trimethyl-10-oxotrideca-3,7,11-trienyl]-2,6-dioxabicyclo[3.1.0]hexan-3-one

Details

• Internal ID: b533800a-4ace-496f-a3f0-2948b9b7bdf8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1S,4R,5R)-4-[(3E,7E)-4,8,12-trimethyl-10-oxotrideca-3,7,11-trienyl]-2,6-dioxabicyclo[3.1.0]hexan-3-one
• InChI: InChI=1S/C20H28O4/c1-13(2)11-16(21)12-15(4)9-5-7-14(3)8-6-10-17-18-20(23-18)24-19(17)22/h8-9,11,17-18,20H,5-7,10,12H2,1-4H3/b14-8+,15-9+/t17-,18-,20+/m1/s1
• InChI Key: NCGFJWTYZKCTJK-IVZNXXSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 55.90 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9659	96.59%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7856	78.56%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8713	87.13%
P-glycoprotein inhibitior	-	0.5593	55.93%
P-glycoprotein substrate	-	0.6928	69.28%
CYP3A4 substrate	+	0.5486	54.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.7335	73.35%
CYP2C9 inhibition	-	0.8439	84.39%
CYP2C19 inhibition	-	0.7780	77.80%
CYP2D6 inhibition	-	0.9050	90.50%
CYP1A2 inhibition	-	0.6520	65.20%
CYP2C8 inhibition	-	0.8860	88.60%
CYP inhibitory promiscuity	-	0.9232	92.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9759	97.59%
Eye irritation	-	0.8156	81.56%
Skin irritation	-	0.5581	55.81%
Skin corrosion	-	0.8960	89.60%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4605	46.05%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7729	77.29%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6397	63.97%
Acute Oral Toxicity (c)	III	0.5855	58.55%
Estrogen receptor binding	-	0.6429	64.29%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5716	57.16%
Glucocorticoid receptor binding	+	0.5679	56.79%
Aromatase binding	-	0.6603	66.03%
PPAR gamma	+	0.7221	72.21%
Honey bee toxicity	-	0.8643	86.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9821	98.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.62%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.32%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.60%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.74%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.35%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.09%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.52%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.40%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.80%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.94%	90.71%
CHEMBL2581	P07339	Cathepsin D	80.75%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162951939
• LOTUS: LTS0056301
• wikiData: Q105177178