Khayasin

Details

• Internal ID: 5ec3f1aa-8a48-4d56-8363-9792679512e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1R,5R,6R,13S,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2CC3=C4CC(=O)OC(C4(CCC3C(C2=O)(C(C1(C)C)CC(=O)OC)C)C)C5=COC=C5
• SMILES (Isomeric): CCC(C)C(=O)OC1[C@@H]2CC3=C4CC(=O)O[C@H]([C@@]4(CCC3[C@@](C2=O)([C@H](C1(C)C)CC(=O)OC)C)C)C5=COC=C5
• InChI: InChI=1S/C32H42O8/c1-8-17(2)29(36)40-28-20-13-19-21(32(6,26(20)35)23(30(28,3)4)15-24(33)37-7)9-11-31(5)22(19)14-25(34)39-27(31)18-10-12-38-16-18/h10,12,16-17,20-21,23,27-28H,8-9,11,13-15H2,1-7H3/t17?,20-,21?,23+,27+,28?,31-,32-/m1/s1
• InChI Key: OVTKCGJIOHGDAN-HMQLAQMASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₈
• Molecular Weight: 554.70 g/mol
• Exact Mass: 554.28796829 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 5.75
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• KBio2_006152
• Spectrum_000536
• SpecPlus_000055
• Spectrum2_000395
• Spectrum3_000695
• Spectrum4_001298
• Spectrum5_000055
• BSPBio_002449
• KBioGR_001675
• KBioSS_001016
• DivK1c_006151
• SPBio_000609
• CHEMBL3039236
• KBio1_001095
• KBio2_001016
• KBio2_003584
• KBio3_001669
• CHEBI:185858
• NCGC00178648-01
• SR-05000002750
• SR-05000002750-1
• [(1R,5R,6R,13S,16S)-6-(uran-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] 2-methylbutanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	-	0.7097	70.97%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7922	79.22%
OATP2B1 inhibitior	-	0.7182	71.82%
OATP1B1 inhibitior	+	0.7008	70.08%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9749	97.49%
P-glycoprotein inhibitior	+	0.8100	81.00%
P-glycoprotein substrate	+	0.6053	60.53%
CYP3A4 substrate	+	0.6857	68.57%
CYP2C9 substrate	-	0.5962	59.62%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	+	0.8444	84.44%
CYP2C9 inhibition	-	0.7567	75.67%
CYP2C19 inhibition	-	0.7324	73.24%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.8381	83.81%
CYP2C8 inhibition	+	0.7262	72.62%
CYP inhibitory promiscuity	+	0.5282	52.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5297	52.97%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8946	89.46%
Skin irritation	-	0.6878	68.78%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.7071	70.71%
Human Ether-a-go-go-Related Gene inhibition	+	0.7546	75.46%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6160	61.60%
skin sensitisation	-	0.8386	83.86%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7839	78.39%
Acute Oral Toxicity (c)	I	0.4389	43.89%
Estrogen receptor binding	+	0.8342	83.42%
Androgen receptor binding	+	0.7291	72.91%
Thyroid receptor binding	+	0.5931	59.31%
Glucocorticoid receptor binding	+	0.8651	86.51%
Aromatase binding	+	0.7046	70.46%
PPAR gamma	+	0.7429	74.29%
Honey bee toxicity	-	0.7489	74.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.22%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.73%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.14%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.63%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.03%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.84%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.98%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.72%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.11%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.57%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.85%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.50%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.40%	91.24%
CHEMBL2581	P07339	Cathepsin D	86.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.37%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.17%	97.25%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.07%	92.88%
CHEMBL5255	O00206	Toll-like receptor 4	83.72%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.95%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.79%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.29%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.21%	94.80%
CHEMBL5028	O14672	ADAM10	80.88%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.88%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.80%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.04%	91.19%

Plants that contains it

• Neobeguea mahafaliensis

Cross-Links

• PubChem: 6708530
• LOTUS: LTS0031233
• wikiData: Q105201412