5,8,13-Trihydroxy-6,8,14,18-tetramethyl-2,15-dioxatetracyclo[12.2.2.01,12.04,11]octadec-4-ene-3,9,16-trione

Details

• Internal ID: c1ad773d-b8c7-452d-920d-ae53afa2097d
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: 5,8,13-trihydroxy-6,8,14,18-tetramethyl-2,15-dioxatetracyclo[12.2.2.01,12.04,11]octadec-4-ene-3,9,16-trione
• InChI: InChI=1S/C20H26O8/c1-8-6-18(3,26)11(21)5-10-12(14(8)22)16(24)27-20-7-9(2)19(4,28-17(20)25)15(23)13(10)20/h8-10,13,15,22-23,26H,5-7H2,1-4H3
• InChI Key: FAFGDIIANZCFAM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₈
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.16276778 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9772	97.72%
Caco-2	-	0.5970	59.70%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7533	75.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.8941	89.41%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8268	82.68%
P-glycoprotein inhibitior	-	0.6862	68.62%
P-glycoprotein substrate	-	0.6432	64.32%
CYP3A4 substrate	+	0.6381	63.81%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.7880	78.80%
CYP2C9 inhibition	-	0.9501	95.01%
CYP2C19 inhibition	-	0.9391	93.91%
CYP2D6 inhibition	-	0.9535	95.35%
CYP1A2 inhibition	-	0.9277	92.77%
CYP2C8 inhibition	-	0.6940	69.40%
CYP inhibitory promiscuity	-	0.9789	97.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9195	91.95%
Skin irritation	+	0.5510	55.10%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6797	67.97%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6049	60.49%
skin sensitisation	-	0.8093	80.93%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.8659	86.59%
Acute Oral Toxicity (c)	I	0.5303	53.03%
Estrogen receptor binding	+	0.7593	75.93%
Androgen receptor binding	+	0.7275	72.75%
Thyroid receptor binding	+	0.6378	63.78%
Glucocorticoid receptor binding	+	0.8107	81.07%
Aromatase binding	+	0.6848	68.48%
PPAR gamma	+	0.5194	51.94%
Honey bee toxicity	-	0.8607	86.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9816	98.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.65%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.97%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.06%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.69%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.16%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.49%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.24%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.71%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162815896
• LOTUS: LTS0180922
• wikiData: Q103818835