CID 3000803

Details

• Internal ID: 70cf0d1e-a050-44e7-8e60-ba134f09c02c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S,17S)-15,16-dihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,10-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-11-ene-17-carboxylic acid
• SMILES (Canonical): CC1C2CC3C45COC(C4C(C(=O)O3)OC(=O)CC(C)C)(C(C(C5C2(C=C(C1=O)OC6C(C(C(C(O6)CO)O)O)O)C)O)O)C(=O)O
• SMILES (Isomeric): C[C@H]1[C@@H]2C[C@@H]3[C@@]45CO[C@@]([C@@H]4[C@H](C(=O)O3)OC(=O)CC(C)C)([C@H]([C@@H]([C@@H]5[C@]2(C=C(C1=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O)O)C(=O)O
• InChI: InChI=1S/C31H42O16/c1-10(2)5-16(33)47-22-24-30-9-43-31(24,28(41)42)25(39)21(38)23(30)29(4)7-13(17(34)11(3)12(29)6-15(30)46-26(22)40)44-27-20(37)19(36)18(35)14(8-32)45-27/h7,10-12,14-15,18-25,27,32,35-39H,5-6,8-9H2,1-4H3,(H,41,42)/t11-,12-,14+,15+,18+,19-,20+,21+,22+,23+,24+,25-,27+,29-,30+,31-/m0/s1
• InChI Key: QBIRRDDMFSFVGM-GFMYVBQSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂O₁₆
• Molecular Weight: 670.70 g/mol
• Exact Mass: 670.24728525 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -2.38
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S,17S)-15,16-Dihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,10-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-11-ene-17-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7165	71.65%
Caco-2	-	0.8767	87.67%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7613	76.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8172	81.72%
OATP1B3 inhibitior	+	0.9195	91.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6152	61.52%
P-glycoprotein inhibitior	+	0.6716	67.16%
P-glycoprotein substrate	+	0.7084	70.84%
CYP3A4 substrate	+	0.7052	70.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	-	0.8742	87.42%
CYP2C9 inhibition	-	0.8352	83.52%
CYP2C19 inhibition	-	0.8615	86.15%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8902	89.02%
CYP2C8 inhibition	+	0.5728	57.28%
CYP inhibitory promiscuity	-	0.8716	87.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6007	60.07%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9171	91.71%
Skin irritation	-	0.6990	69.90%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4074	40.74%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8765	87.65%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7103	71.03%
Acute Oral Toxicity (c)	III	0.6267	62.67%
Estrogen receptor binding	+	0.7241	72.41%
Androgen receptor binding	+	0.7188	71.88%
Thyroid receptor binding	-	0.5875	58.75%
Glucocorticoid receptor binding	+	0.6331	63.31%
Aromatase binding	+	0.6542	65.42%
PPAR gamma	+	0.6793	67.93%
Honey bee toxicity	-	0.6845	68.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9714	97.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.31%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.78%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.69%	96.00%
CHEMBL2581	P07339	Cathepsin D	93.05%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	91.41%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.00%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.94%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.83%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.62%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.32%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.86%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.63%	96.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.30%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.40%	89.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.34%	82.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.71%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.70%	96.77%
CHEMBL5028	O14672	ADAM10	81.03%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.94%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.59%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	80.22%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.02%	95.89%

Plants that contains it

• Asplenium normale
• Brucea javanica
• Carpobrotus edulis
• Castanea crenata
• Centrolobium tomentosum
• Ceratophyllum submersum
• Dracocephalum kotschyi
• Lippia carviodora
• Myrica nana
• Psilostrophe cooperi
• Sideritis tragoriganum
• Solanum jamaicense
• Trifolium alexandrinum

Cross-Links

• PubChem: 3000803
• NPASS: NPC202945
• LOTUS: LTS0175468
• wikiData: Q105217822