(1R,2R,3R,7S,9R,13R,14S,15R,17S)-3,15-dihydroxy-17-(hydroxymethyl)-2,6,14-trimethyl-10-oxahexacyclo[7.7.1.02,7.03,15.07,14.013,17]heptadec-5-ene-4,11,16-trione

Details

• Internal ID: 43032f4a-ab77-4e5b-9d20-e03c5faeacc7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: (1R,2R,3R,7S,9R,13R,14S,15R,17S)-3,15-dihydroxy-17-(hydroxymethyl)-2,6,14-trimethyl-10-oxahexacyclo[7.7.1.02,7.03,15.07,14.013,17]heptadec-5-ene-4,11,16-trione
• InChI: InChI=1S/C20H22O7/c1-8-4-10(22)19(25)16(3)13-14(24)20(19,26)15(2)9-5-12(23)27-11(6-18(8,15)16)17(9,13)7-21/h4,9,11,13,21,25-26H,5-7H2,1-3H3/t9-,11+,13-,15-,16+,17+,18-,19+,20+/m0/s1
• InChI Key: QUDGSOQXSJGXMH-HDFMWDNXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.48
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8704	87.04%
Caco-2	-	0.6827	68.27%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7621	76.21%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8322	83.22%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8452	84.52%
P-glycoprotein inhibitior	-	0.8472	84.72%
P-glycoprotein substrate	-	0.7447	74.47%
CYP3A4 substrate	+	0.6272	62.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9040	90.40%
CYP3A4 inhibition	-	0.8739	87.39%
CYP2C9 inhibition	-	0.8987	89.87%
CYP2C19 inhibition	-	0.8902	89.02%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.7752	77.52%
CYP2C8 inhibition	-	0.7843	78.43%
CYP inhibitory promiscuity	-	0.9346	93.46%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6433	64.33%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8889	88.89%
Skin irritation	-	0.5322	53.22%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5495	54.95%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8681	86.81%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5284	52.84%
Acute Oral Toxicity (c)	III	0.4144	41.44%
Estrogen receptor binding	+	0.8246	82.46%
Androgen receptor binding	+	0.7771	77.71%
Thyroid receptor binding	+	0.5767	57.67%
Glucocorticoid receptor binding	+	0.5865	58.65%
Aromatase binding	+	0.6285	62.85%
PPAR gamma	-	0.5390	53.90%
Honey bee toxicity	-	0.8798	87.98%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9667	96.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.50%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.33%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.69%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.68%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.59%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.86%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.72%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.83%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.14%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.96%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.92%	100.00%

Plants that contains it

• Ailanthus altissima

Cross-Links

• PubChem: 71717359
• LOTUS: LTS0023671
• wikiData: Q105228104