(10S,11R,12S,14S,16R,20R,21R,22S)-16-[(S)-amino(hydroxy)methoxy]-12-hydroxy-20-[(E,2R,3R,7R,8S,9R)-11-[hydroxymethyl(methyl)amino]-2,8-dimethoxy-3,7,9-trimethyl-6-oxoundec-10-enyl]-10,22-dimethoxy-11,14,21-trimethyl-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.12,5.16,9]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaen-18-one

Details

• Internal ID: a13a14e6-9da1-4363-a455-a37771bf62b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (10S,11R,12S,14S,16R,20R,21R,22S)-16-[(S)-amino(hydroxy)methoxy]-12-hydroxy-20-[(E,2R,3R,7R,8S,9R)-11-[hydroxymethyl(methyl)amino]-2,8-dimethoxy-3,7,9-trimethyl-6-oxoundec-10-enyl]-10,22-dimethoxy-11,14,21-trimethyl-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.12,5.16,9]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaen-18-one
• InChI: InChI=1S/C48H75N5O14/c1-27-19-33(66-48(49)58)21-43(57)67-41(22-40(60-9)28(2)15-16-37(55)30(4)44(61-10)29(3)17-18-53(7)26-54)32(6)39(59-8)13-12-14-42-50-35(24-63-42)46-52-36(25-65-46)47-51-34(23-64-47)45(62-11)31(5)38(56)20-27/h12,14,17-18,23-25,27-33,38-41,44-45,48,54,56,58H,13,15-16,19-22,26,49H2,1-11H3/b14-12?,18-17+/t27-,28-,29-,30+,31-,32-,33-,38+,39+,40-,41-,44+,45+,48+/m1/s1
• InChI Key: XYKNXOJYKRVXBX-GJJAKXENSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₅N₅O₁₄
• Molecular Weight: 946.10 g/mol
• Exact Mass: 945.53105208 g/mol
• Topological Polar Surface Area (TPSA): 258.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 6.15
• H-Bond Acceptor: 19
• H-Bond Donor: 4
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8362	83.62%
Caco-2	-	0.8631	86.31%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.6214	62.14%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8123	81.23%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9844	98.44%
P-glycoprotein inhibitior	+	0.7534	75.34%
P-glycoprotein substrate	+	0.8261	82.61%
CYP3A4 substrate	+	0.7367	73.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.5698	56.98%
CYP2C9 inhibition	-	0.8720	87.20%
CYP2C19 inhibition	-	0.8301	83.01%
CYP2D6 inhibition	-	0.8867	88.67%
CYP1A2 inhibition	-	0.8054	80.54%
CYP2C8 inhibition	+	0.7881	78.81%
CYP inhibitory promiscuity	-	0.9673	96.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5290	52.90%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9244	92.44%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7555	75.55%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5858	58.58%
skin sensitisation	-	0.8574	85.74%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8370	83.70%
Acute Oral Toxicity (c)	III	0.5913	59.13%
Estrogen receptor binding	+	0.7754	77.54%
Androgen receptor binding	+	0.7405	74.05%
Thyroid receptor binding	+	0.6335	63.35%
Glucocorticoid receptor binding	+	0.7889	78.89%
Aromatase binding	+	0.5505	55.05%
PPAR gamma	+	0.8167	81.67%
Honey bee toxicity	-	0.6257	62.57%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8172	81.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.15%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.36%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.55%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.34%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.25%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	92.56%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.67%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.18%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.18%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.00%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.36%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.32%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.04%	89.00%
CHEMBL261	P00915	Carbonic anhydrase I	83.93%	96.76%
CHEMBL4015	P41597	C-C chemokine receptor type 2	83.07%	98.57%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.95%	90.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.44%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.02%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.94%	94.45%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.80%	95.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.78%	89.34%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.79%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.65%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.29%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139031133
• LOTUS: LTS0203586
• wikiData: Q104400708