(1S,4R,5S,8R,9S,10S,11R,12S,16R)-9,12-dihydroxy-4,11,15-trimethyl-3,7-dioxapentacyclo[8.8.0.01,5.04,8.011,16]octadec-14-ene-6,13,18-trione

Details

• Internal ID: 9e31ba94-d557-4290-8a77-917be2e9fa8b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: (1S,4R,5S,8R,9S,10S,11R,12S,16R)-9,12-dihydroxy-4,11,15-trimethyl-3,7-dioxapentacyclo[8.8.0.01,5.04,8.011,16]octadec-14-ene-6,13,18-trione
• InChI: InChI=1S/C19H22O7/c1-7-4-9(20)14(23)17(2)8(7)5-10(21)19-6-25-18(3)13(19)16(24)26-15(18)11(22)12(17)19/h4,8,11-15,22-23H,5-6H2,1-3H3/t8-,11+,12+,13-,14-,15-,17-,18-,19+/m1/s1
• InChI Key: CVLVYBSPYHCGGU-BIORXQTHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₇
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.13655304 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.22
• H-Bond Acceptor: 7
• 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	+	0.9736	97.36%
Caco-2	-	0.7313	73.13%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7761	77.61%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	+	0.9701	97.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7914	79.14%
P-glycoprotein inhibitior	-	0.7831	78.31%
P-glycoprotein substrate	+	0.6292	62.92%
CYP3A4 substrate	+	0.6323	63.23%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.8561	85.61%
CYP2C9 inhibition	-	0.8804	88.04%
CYP2C19 inhibition	-	0.9146	91.46%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.8502	85.02%
CYP2C8 inhibition	-	0.8228	82.28%
CYP inhibitory promiscuity	-	0.8663	86.63%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4779	47.79%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9540	95.40%
Skin irritation	-	0.5205	52.05%
Skin corrosion	-	0.8990	89.90%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7456	74.56%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5419	54.19%
skin sensitisation	-	0.8238	82.38%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8573	85.73%
Acute Oral Toxicity (c)	III	0.4755	47.55%
Estrogen receptor binding	+	0.8872	88.72%
Androgen receptor binding	+	0.6665	66.65%
Thyroid receptor binding	+	0.5215	52.15%
Glucocorticoid receptor binding	+	0.7415	74.15%
Aromatase binding	-	0.5844	58.44%
PPAR gamma	+	0.5375	53.75%
Honey bee toxicity	-	0.7779	77.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9790	97.90%

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	95.78%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.26%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.58%	99.23%
CHEMBL2581	P07339	Cathepsin D	91.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.53%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.71%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.70%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.93%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.56%	92.94%

Plants that contains it

• Samadera indica

Cross-Links

• PubChem: 162877180
• LOTUS: LTS0000449
• wikiData: Q104970865