CID 3000798

Details

• Internal ID: 3662fad2-eb2b-41b7-9201-e6f729c0058c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: methyl (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S,17S)-3-acetyloxy-15,16-dihydroxy-9,13-dimethyl-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-carboxylate
• SMILES (Canonical): CC1C2CC3C45COC(C4C(C(=O)O3)OC(=O)C)(C(C(C5C2(C=C(C1=O)OC6C(C(C(C(O6)CO)O)O)O)C)O)O)C(=O)OC
• 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)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)OC
• InChI: InChI=1S/C29H38O16/c1-9-11-5-14-28-8-41-29(26(39)40-4,22(28)20(24(38)45-14)42-10(2)31)23(37)19(36)21(28)27(11,3)6-12(15(9)32)43-25-18(35)17(34)16(33)13(7-30)44-25/h6,9,11,13-14,16-23,25,30,33-37H,5,7-8H2,1-4H3/t9-,11-,13+,14+,16+,17-,18+,19+,20+,21+,22+,23-,25+,27-,28+,29-/m0/s1
• InChI Key: BYBDRFPMKPUWDZ-NBVZOQEMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₈O₁₆
• Molecular Weight: 642.60 g/mol
• Exact Mass: 642.21598512 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -3.31
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

• 95258-11-0
• C29H38O16
• C29-H38-O16
• HY-N7190
• AKOS040762514
• MS-30929
• CS-0104645
• Methyl (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S,17S)-3-acetyloxy-15,16-dihydroxy-9,13-dimethyl-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-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5951	59.51%
Caco-2	-	0.8736	87.36%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6771	67.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8239	82.39%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4768	47.68%
P-glycoprotein inhibitior	+	0.6699	66.99%
P-glycoprotein substrate	+	0.7163	71.63%
CYP3A4 substrate	+	0.7098	70.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.9184	91.84%
CYP2C9 inhibition	-	0.9123	91.23%
CYP2C19 inhibition	-	0.8838	88.38%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9148	91.48%
CYP2C8 inhibition	+	0.5424	54.24%
CYP inhibitory promiscuity	-	0.8972	89.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6169	61.69%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.7186	71.86%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6459	64.59%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8780	87.80%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6272	62.72%
Acute Oral Toxicity (c)	III	0.4752	47.52%
Estrogen receptor binding	+	0.7532	75.32%
Androgen receptor binding	+	0.7097	70.97%
Thyroid receptor binding	-	0.5596	55.96%
Glucocorticoid receptor binding	+	0.6590	65.90%
Aromatase binding	+	0.6454	64.54%
PPAR gamma	+	0.6851	68.51%
Honey bee toxicity	-	0.6652	66.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8683	86.83%

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	99.54%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.01%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.74%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.26%	96.00%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	90.59%	97.79%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.94%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.89%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.72%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.38%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.77%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.92%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.69%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.48%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.32%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.40%	91.07%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.33%	97.28%
CHEMBL5028	O14672	ADAM10	81.32%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.28%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.41%	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: 3000798
• NPASS: NPC103349
• LOTUS: LTS0007398
• wikiData: Q104949101