7,8,10,11-tetrahydroxy-2,9,12-trimethyl-2-(3-methyl-5-oxo-2H-furan-2-yl)-5-oxatricyclo[6.3.1.04,12]dodecan-6-one

Details

• Internal ID: adbdf187-143d-4cf4-934d-18b01f4c9ea6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 7,8,10,11-tetrahydroxy-2,9,12-trimethyl-2-(3-methyl-5-oxo-2H-furan-2-yl)-5-oxatricyclo[6.3.1.04,12]dodecan-6-one
• InChI: InChI=1S/C19H26O8/c1-7-5-10(20)27-15(7)17(3)6-9-18(4)13(17)12(22)11(21)8(2)19(18,25)14(23)16(24)26-9/h5,8-9,11-15,21-23,25H,6H2,1-4H3
• InChI Key: MZSZRJCNACFRAD-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₈
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.16276778 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9026	90.26%
Caco-2	-	0.7705	77.05%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6499	64.99%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8557	85.57%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7553	75.53%
P-glycoprotein inhibitior	-	0.7740	77.40%
P-glycoprotein substrate	+	0.5579	55.79%
CYP3A4 substrate	+	0.6179	61.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	-	0.7246	72.46%
CYP2C9 inhibition	-	0.8787	87.87%
CYP2C19 inhibition	-	0.9057	90.57%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.8853	88.53%
CYP2C8 inhibition	-	0.8319	83.19%
CYP inhibitory promiscuity	-	0.8434	84.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4720	47.20%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9552	95.52%
Skin irritation	-	0.5314	53.14%
Skin corrosion	-	0.8638	86.38%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5716	57.16%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	-	0.8200	82.00%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6577	65.77%
Acute Oral Toxicity (c)	I	0.4908	49.08%
Estrogen receptor binding	+	0.8179	81.79%
Androgen receptor binding	+	0.6915	69.15%
Thyroid receptor binding	+	0.5541	55.41%
Glucocorticoid receptor binding	+	0.5843	58.43%
Aromatase binding	+	0.5352	53.52%
PPAR gamma	+	0.5612	56.12%
Honey bee toxicity	-	0.8564	85.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9593	95.93%

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	95.08%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.40%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.86%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.48%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.19%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.56%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.05%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.67%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.45%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.95%	85.14%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 162877369
• LOTUS: LTS0217137
• wikiData: Q105176026