(1R,3S,6Z,9E)-3-hydroxy-3,7,11,11,14-pentamethyl-16-oxatricyclo[11.2.1.01,5]hexadeca-4,6,9,13-tetraene-8,15-dione

Details

• Internal ID: bbe16a93-da8e-417c-a798-d528fe757759
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: (1R,3S,6Z,9E)-3-hydroxy-3,7,11,11,14-pentamethyl-16-oxatricyclo[11.2.1.01,5]hexadeca-4,6,9,13-tetraene-8,15-dione
• InChI: InChI=1S/C20H24O4/c1-12-8-14-9-19(5,23)11-20(14)17(22)13(2)16(24-20)10-18(3,4)7-6-15(12)21/h6-9,23H,10-11H2,1-5H3/b7-6+,12-8-/t19-,20-/m1/s1
• InChI Key: NJYLTGCMNHNUHS-NUYMEYEBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.18
• 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	+	0.9948	99.48%
Caco-2	+	0.6843	68.43%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6293	62.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5717	57.17%
P-glycoprotein inhibitior	-	0.8645	86.45%
P-glycoprotein substrate	-	0.7577	75.77%
CYP3A4 substrate	+	0.6084	60.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8737	87.37%
CYP3A4 inhibition	-	0.8733	87.33%
CYP2C9 inhibition	-	0.8681	86.81%
CYP2C19 inhibition	-	0.8877	88.77%
CYP2D6 inhibition	-	0.9455	94.55%
CYP1A2 inhibition	-	0.7395	73.95%
CYP2C8 inhibition	-	0.7889	78.89%
CYP inhibitory promiscuity	-	0.9510	95.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4714	47.14%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.7586	75.86%
Skin irritation	+	0.5267	52.67%
Skin corrosion	-	0.8805	88.05%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6471	64.71%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5948	59.48%
skin sensitisation	-	0.6402	64.02%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6974	69.74%
Acute Oral Toxicity (c)	III	0.3682	36.82%
Estrogen receptor binding	+	0.5522	55.22%
Androgen receptor binding	+	0.6656	66.56%
Thyroid receptor binding	+	0.6594	65.94%
Glucocorticoid receptor binding	+	0.5856	58.56%
Aromatase binding	+	0.6528	65.28%
PPAR gamma	+	0.7957	79.57%
Honey bee toxicity	-	0.9013	90.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9263	92.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.09%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.17%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.22%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.61%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.08%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.26%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.96%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	83.94%	94.75%
CHEMBL4208	P20618	Proteasome component C5	82.18%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%

Plants that contains it

• Jatropha gossypiifolia

Cross-Links

• PubChem: 162872361
• LOTUS: LTS0128459
• wikiData: Q105180384