(7Z)-10-hydroxy-7,10-dimethyl-4-prop-1-en-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),7-diene-6,9,15-trione

Details

• Internal ID: ea394735-f43e-47c6-80b6-934797d5ec1c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (7Z)-10-hydroxy-7,10-dimethyl-4-prop-1-en-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),7-diene-6,9,15-trione
• InChI: InChI=1S/C20H26O5/c1-12(2)14-5-6-15-10-16(25-19(15)23)7-8-20(4,24)18(22)9-13(3)17(21)11-14/h9-10,14,16,24H,1,5-8,11H2,2-4H3/b13-9-
• InChI Key: MGGSSDCKEIKUEX-LCYFTJDESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 5
• 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	+	0.9897	98.97%
Caco-2	+	0.5112	51.12%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7237	72.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8473	84.73%
OATP1B3 inhibitior	+	0.8858	88.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	-	0.6555	65.55%
P-glycoprotein inhibitior	-	0.6778	67.78%
P-glycoprotein substrate	-	0.7676	76.76%
CYP3A4 substrate	+	0.6190	61.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9054	90.54%
CYP3A4 inhibition	-	0.6748	67.48%
CYP2C9 inhibition	-	0.8449	84.49%
CYP2C19 inhibition	-	0.8575	85.75%
CYP2D6 inhibition	-	0.9455	94.55%
CYP1A2 inhibition	-	0.5502	55.02%
CYP2C8 inhibition	-	0.7646	76.46%
CYP inhibitory promiscuity	-	0.9826	98.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5778	57.78%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9157	91.57%
Skin irritation	+	0.6250	62.50%
Skin corrosion	-	0.8943	89.43%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4484	44.84%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6013	60.13%
skin sensitisation	-	0.7766	77.66%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4849	48.49%
Acute Oral Toxicity (c)	III	0.4598	45.98%
Estrogen receptor binding	+	0.6477	64.77%
Androgen receptor binding	-	0.5531	55.31%
Thyroid receptor binding	+	0.5475	54.75%
Glucocorticoid receptor binding	+	0.7819	78.19%
Aromatase binding	-	0.6463	64.63%
PPAR gamma	+	0.6459	64.59%
Honey bee toxicity	-	0.8650	86.50%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9864	98.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.85%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.99%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.79%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.64%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.65%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.33%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.67%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.38%	96.09%
CHEMBL5028	O14672	ADAM10	81.81%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.74%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.73%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.67%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.55%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101827015
• LOTUS: LTS0137706
• wikiData: Q105163315