3,15-Dihydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-5-ene-4,11,16-trione

Details

• Internal ID: bea7c274-ffdb-4f02-891d-3e6f5ca3f713
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 3,15-dihydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-5-ene-4,11,16-trione
• SMILES (Canonical): CC1C2CC(=O)OC3C2(C(C(=O)C1O)C4(C(C3)C(=CC(=O)C4O)C)C)C
• SMILES (Isomeric): CC1C2CC(=O)OC3C2(C(C(=O)C1O)C4(C(C3)C(=CC(=O)C4O)C)C)C
• InChI: InChI=1S/C20H26O6/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/h5,9-11,13,15,17-18,23,25H,6-7H2,1-4H3
• InChI Key: JFBCRMVSRHYIIU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.04
• 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	+	0.9533	95.33%
Caco-2	-	0.6444	64.44%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7519	75.19%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7325	73.25%
P-glycoprotein inhibitior	-	0.6797	67.97%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6415	64.15%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8955	89.55%
CYP3A4 inhibition	-	0.9187	91.87%
CYP2C9 inhibition	-	0.9478	94.78%
CYP2C19 inhibition	-	0.9305	93.05%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	-	0.8739	87.39%
CYP2C8 inhibition	-	0.7715	77.15%
CYP inhibitory promiscuity	-	0.9135	91.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5683	56.83%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9368	93.68%
Skin irritation	+	0.5234	52.34%
Skin corrosion	-	0.9178	91.78%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5915	59.15%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6460	64.60%
skin sensitisation	-	0.7151	71.51%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5962	59.62%
Acute Oral Toxicity (c)	III	0.5894	58.94%
Estrogen receptor binding	+	0.7839	78.39%
Androgen receptor binding	+	0.6101	61.01%
Thyroid receptor binding	-	0.6363	63.63%
Glucocorticoid receptor binding	+	0.6697	66.97%
Aromatase binding	-	0.5270	52.70%
PPAR gamma	-	0.5824	58.24%
Honey bee toxicity	-	0.8594	85.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9460	94.60%

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	94.26%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.95%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	90.12%	86.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.98%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.66%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.62%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.51%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.43%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.95%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.83%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.89%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.34%	90.71%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 85358604
• LOTUS: LTS0025551
• wikiData: Q105126570