11-Hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.02,10.05,9]pentadeca-4,6-diene-3,8,14-trione

Details

• Internal ID: 9dc437f8-c5d1-418a-8008-27386af4da9c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.02,10.05,9]pentadeca-4,6-diene-3,8,14-trione
• SMILES (Canonical): CC1C2C(C3C(C1C(=O)O2)(C(=O)C=C4C3(C(=O)C=C4C)C)C)O
• SMILES (Isomeric): CC1C2C(C3C(C1C(=O)O2)(C(=O)C=C4C3(C(=O)C=C4C)C)C)O
• InChI: InChI=1S/C18H20O5/c1-7-5-10(19)17(3)9(7)6-11(20)18(4)12-8(2)14(23-16(12)22)13(21)15(17)18/h5-6,8,12-15,21H,1-4H3
• InChI Key: CHTGFNQFMFSMRT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	-	0.5554	55.54%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7173	71.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8357	83.57%
P-glycoprotein inhibitior	-	0.7550	75.50%
P-glycoprotein substrate	-	0.7352	73.52%
CYP3A4 substrate	+	0.5891	58.91%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.7598	75.98%
CYP2C9 inhibition	-	0.8853	88.53%
CYP2C19 inhibition	-	0.9209	92.09%
CYP2D6 inhibition	-	0.9293	92.93%
CYP1A2 inhibition	-	0.6912	69.12%
CYP2C8 inhibition	-	0.8542	85.42%
CYP inhibitory promiscuity	-	0.7601	76.01%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.5106	51.06%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.7969	79.69%
Skin irritation	+	0.4915	49.15%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6089	60.89%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6209	62.09%
skin sensitisation	-	0.6902	69.02%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7197	71.97%
Acute Oral Toxicity (c)	III	0.5369	53.69%
Estrogen receptor binding	+	0.7194	71.94%
Androgen receptor binding	+	0.5937	59.37%
Thyroid receptor binding	-	0.5624	56.24%
Glucocorticoid receptor binding	-	0.5371	53.71%
Aromatase binding	-	0.5722	57.22%
PPAR gamma	-	0.5156	51.56%
Honey bee toxicity	-	0.8124	81.24%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9708	97.08%

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	95.22%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.53%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.21%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.33%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.47%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.51%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.73%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.50%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	80.76%	94.73%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 75223262
• LOTUS: LTS0246149
• wikiData: Q104959247