5-Ethenyl-2,8,9-trihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadec-6-en-15-one

Details

• Internal ID: 09099377-5af8-4735-90fd-a58f588e3f7d
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5-ethenyl-2,8,9-trihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadec-6-en-15-one
• InChI: InChI=1S/C20H28O5/c1-5-17(4)9-10-19(23)12(11-17)13(21)20(24)14-16(2,3)7-6-8-18(14,19)15(22)25-20/h5,11,13-14,21,23-24H,1,6-10H2,2-4H3
• InChI Key: XJXDJAQAAAVDCT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9684	96.84%
Caco-2	+	0.5624	56.24%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6934	69.34%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.8558	85.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	+	0.6940	69.40%
P-glycoprotein inhibitior	-	0.7905	79.05%
P-glycoprotein substrate	-	0.8527	85.27%
CYP3A4 substrate	+	0.6042	60.42%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.6929	69.29%
CYP2C9 inhibition	-	0.7120	71.20%
CYP2C19 inhibition	-	0.7279	72.79%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.7169	71.69%
CYP2C8 inhibition	-	0.6992	69.92%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5505	55.05%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9555	95.55%
Skin irritation	+	0.5602	56.02%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7427	74.27%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6002	60.02%
skin sensitisation	-	0.7945	79.45%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6177	61.77%
Acute Oral Toxicity (c)	III	0.3664	36.64%
Estrogen receptor binding	+	0.7660	76.60%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	+	0.6317	63.17%
Glucocorticoid receptor binding	+	0.6734	67.34%
Aromatase binding	+	0.6465	64.65%
PPAR gamma	+	0.5794	57.94%
Honey bee toxicity	-	0.8255	82.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	94.66%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.94%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.34%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.18%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.98%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.52%	94.75%
CHEMBL2581	P07339	Cathepsin D	84.77%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.81%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.42%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.69%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.55%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.07%	96.77%

Plants that contains it

• Taxus mairei

Cross-Links

• PubChem: 13386216
• LOTUS: LTS0075639
• wikiData: Q105329287