CID 139589084

Details

• Internal ID: abfbdccd-59e8-45bd-ba06-7e8e8d4446a3
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(2S,3R,4S,6R)-6-[[(1S,5R,6S,7S,8R,9Z,11R,15E,17R)-1,7-dihydroxy-6,8,16,18-tetramethyl-5-[(2R,4R)-4-[(2S,3R)-3-methyl-3-propanoyloxiran-2-yl]pentan-2-yl]-3-oxo-4,21-dioxabicyclo[15.3.1]henicosa-9,15,18-trien-11-yl]oxy]-3-hydroxy-2-methyloxan-4-yl] carbamate
• SMILES (Canonical): CCC(=O)C1(C(O1)C(C)CC(C)C2C(C(C(C=CC(CCCC=C(C3C(=CCC(O3)(CC(=O)O2)O)C)C)OC4CC(C(C(O4)C)O)OC(=O)N)C)O)C)C
• SMILES (Isomeric): CCC(=O)[C@]1([C@@H](O1)[C@H](C)C[C@@H](C)[C@@H]2[C@H]([C@H]([C@@H](/C=C\[C@@H](CCC/C=C(/[C@@H]3C(=CC[C@](O3)(CC(=O)O2)O)C)\C)O[C@H]4C[C@@H]([C@@H]([C@@H](O4)C)O)OC(=O)N)C)O)C)C
• InChI: InChI=1S/C41H65NO12/c1-10-31(43)40(9)38(54-40)26(6)19-25(5)37-27(7)34(45)22(2)15-16-29(50-33-20-30(51-39(42)47)35(46)28(8)49-33)14-12-11-13-23(3)36-24(4)17-18-41(48,53-36)21-32(44)52-37/h13,15-17,22,25-30,33-38,45-46,48H,10-12,14,18-21H2,1-9H3,(H2,42,47)/b16-15-,23-13+/t22-,25-,26-,27+,28+,29-,30+,33+,34+,35-,36-,37-,38+,40+,41+/m1/s1
• InChI Key: VROYMKJUVCKXBU-ZLVJMJMVSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₅NO₁₂
• Molecular Weight: 764.00 g/mol
• Exact Mass: 763.45067651 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9396	93.96%
Caco-2	-	0.8646	86.46%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4876	48.76%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8183	81.83%
OATP1B3 inhibitior	+	0.9120	91.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8322	83.22%
BSEP inhibitior	+	0.9033	90.33%
P-glycoprotein inhibitior	+	0.7685	76.85%
P-glycoprotein substrate	+	0.7852	78.52%
CYP3A4 substrate	+	0.7293	72.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.6132	61.32%
CYP2C9 inhibition	-	0.7657	76.57%
CYP2C19 inhibition	-	0.7361	73.61%
CYP2D6 inhibition	-	0.9001	90.01%
CYP1A2 inhibition	-	0.7916	79.16%
CYP2C8 inhibition	+	0.7353	73.53%
CYP inhibitory promiscuity	-	0.8238	82.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5111	51.11%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.6998	69.98%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3847	38.47%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8369	83.69%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9063	90.63%
Acute Oral Toxicity (c)	III	0.5138	51.38%
Estrogen receptor binding	+	0.8088	80.88%
Androgen receptor binding	+	0.6547	65.47%
Thyroid receptor binding	+	0.5185	51.85%
Glucocorticoid receptor binding	+	0.7727	77.27%
Aromatase binding	+	0.5959	59.59%
PPAR gamma	+	0.7641	76.41%
Honey bee toxicity	-	0.6675	66.75%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9499	94.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.66%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.29%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.21%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	97.28%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.89%	97.09%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	95.14%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.87%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.39%	95.89%
CHEMBL4208	P20618	Proteasome component C5	92.57%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.01%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.34%	93.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.28%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	90.26%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.92%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.05%	96.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.01%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	87.05%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.32%	91.07%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.83%	93.03%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.51%	83.10%
CHEMBL4530	P00488	Coagulation factor XIII	83.92%	96.00%
CHEMBL1871	P10275	Androgen Receptor	82.73%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.42%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.12%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.99%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	81.82%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.75%	93.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.96%	92.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.78%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.40%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589084
• LOTUS: LTS0120429
• wikiData: Q105291887