4,15-Dihydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadecane-3,11,16-trione

Details

• Internal ID: ff5a4c9c-e7d4-4d50-aa09-c33f891a1f8b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 4,15-dihydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadecane-3,11,16-trione
• SMILES (Canonical): CC1CC(C(=O)C2(C1CC3C4(C2C(=O)C(C(C4CC(=O)O3)C)O)C)C)O
• SMILES (Isomeric): CC1CC(C(=O)C2(C1CC3C4(C2C(=O)C(C(C4CC(=O)O3)C)O)C)C)O
• InChI: InChI=1S/C20H28O6/c1-8-5-12(21)18(25)20(4)10(8)6-13-19(3)11(7-14(22)26-13)9(2)15(23)16(24)17(19)20/h8-13,15,17,21,23H,5-7H2,1-4H3
• InChI Key: HSTCACQRSLZQHZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9134	91.34%
Caco-2	+	0.5240	52.40%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6783	67.83%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8820	88.20%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8916	89.16%
P-glycoprotein inhibitior	-	0.7724	77.24%
P-glycoprotein substrate	-	0.6835	68.35%
CYP3A4 substrate	+	0.6079	60.79%
CYP2C9 substrate	-	0.8176	81.76%
CYP2D6 substrate	-	0.8269	82.69%
CYP3A4 inhibition	-	0.8156	81.56%
CYP2C9 inhibition	-	0.9670	96.70%
CYP2C19 inhibition	-	0.9644	96.44%
CYP2D6 inhibition	-	0.9609	96.09%
CYP1A2 inhibition	-	0.8071	80.71%
CYP2C8 inhibition	-	0.7467	74.67%
CYP inhibitory promiscuity	-	0.9897	98.97%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6826	68.26%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9186	91.86%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8890	88.90%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6829	68.29%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8565	85.65%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7053	70.53%
Acute Oral Toxicity (c)	III	0.6225	62.25%
Estrogen receptor binding	+	0.7672	76.72%
Androgen receptor binding	+	0.7144	71.44%
Thyroid receptor binding	+	0.5910	59.10%
Glucocorticoid receptor binding	+	0.6723	67.23%
Aromatase binding	-	0.6073	60.73%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8182	81.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9477	94.77%

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	88.37%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.85%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.47%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.90%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.83%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	84.68%	98.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.39%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.02%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.55%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	81.78%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.39%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.46%	90.08%

Plants that contains it

• Ailanthus altissima

Cross-Links

• PubChem: 12305841
• LOTUS: LTS0147584
• wikiData: Q105033250