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

Details

• Internal ID: 18fdcad8-3eca-43e2-8ee2-c9049d0a4a8b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: (1R,4S,5R,8S,9R,10R,11S,12S,13S,16R)-9,12,13-trihydroxy-4,11,15-trimethyl-3,7-dioxapentacyclo[8.8.0.01,5.04,8.011,16]octadec-14-ene-6,18-dione
• InChI: InChI=1S/C19H24O7/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/h4,8-9,11-15,20,22-23H,5-6H2,1-3H3/t8-,9+,11-,12-,13+,14-,15+,17+,18+,19-/m1/s1
• InChI Key: PDGZDUYWUXJXRO-NYVHNTSCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₇
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.15220310 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -0.43
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9514	95.14%
Caco-2	-	0.7455	74.55%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7774	77.74%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8619	86.19%
P-glycoprotein inhibitior	-	0.8267	82.67%
P-glycoprotein substrate	-	0.5120	51.20%
CYP3A4 substrate	+	0.6168	61.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8524	85.24%
CYP3A4 inhibition	-	0.8480	84.80%
CYP2C9 inhibition	-	0.8641	86.41%
CYP2C19 inhibition	-	0.8846	88.46%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.8287	82.87%
CYP2C8 inhibition	-	0.8421	84.21%
CYP inhibitory promiscuity	-	0.9111	91.11%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4345	43.45%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9511	95.11%
Skin irritation	-	0.5358	53.58%
Skin corrosion	-	0.8994	89.94%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7219	72.19%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5584	55.84%
skin sensitisation	-	0.8271	82.71%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8882	88.82%
Acute Oral Toxicity (c)	III	0.5368	53.68%
Estrogen receptor binding	+	0.7477	74.77%
Androgen receptor binding	+	0.6620	66.20%
Thyroid receptor binding	-	0.5095	50.95%
Glucocorticoid receptor binding	+	0.6752	67.52%
Aromatase binding	-	0.6050	60.50%
PPAR gamma	-	0.5543	55.43%
Honey bee toxicity	-	0.7421	74.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9816	98.16%

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	94.93%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.10%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.98%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.26%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.05%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.42%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.19%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.06%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.96%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.33%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.05%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.33%	100.00%

Plants that contains it

• Samadera indica

Cross-Links

• PubChem: 162989457
• LOTUS: LTS0149315
• wikiData: Q105206488