(1S,3R,6R,7Z,13R,16S,17S,21R,22R)-17-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5R,6R)-4-(3-chloro-6-methoxy-2-methylbenzoyl)oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-28-hydroxy-3,22-dimethyl-23,26-dioxo-24,27-dioxapentacyclo[23.2.1.01,6.013,22.016,21]octacosa-4,7,14,25(28)-tetraene-4-carboxylic acid

Details

• Internal ID: 4261d68a-ca56-4da6-9c87-f6e687b8f1e4
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1S,3R,6R,7Z,13R,16S,17S,21R,22R)-17-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5R,6R)-4-(3-chloro-6-methoxy-2-methylbenzoyl)oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-28-hydroxy-3,22-dimethyl-23,26-dioxo-24,27-dioxapentacyclo[23.2.1.01,6.013,22.016,21]octacosa-4,7,14,25(28)-tetraene-4-carboxylic acid
• SMILES (Canonical): CC1CC23C(C=CCCCCC4C=CC5C(C4(C(=O)OC(=C2O)C(=O)O3)C)CCCC5OC6C(C(C(C(O6)C)OC7CC(C(C(O7)C)O)OC(=O)C8=C(C=CC(=C8C)Cl)OC)O)O)C=C1C(=O)O
• SMILES (Isomeric): C[C@@H]1C[C@]23[C@H](/C=C\CCCC[C@@H]4C=C[C@H]5[C@H]([C@@]4(C(=O)OC(=C2O)C(=O)O3)C)CCC[C@@H]5O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O)OC(=O)C8=C(C=CC(=C8C)Cl)OC)O)O)C=C1C(=O)O
• InChI: InChI=1S/C50H63ClO17/c1-23-22-50-28(20-30(23)44(56)57)13-10-8-7-9-12-27-16-17-29-31(49(27,5)48(60)67-42(43(50)55)46(59)68-50)14-11-15-33(29)65-47-40(54)39(53)41(26(4)63-47)66-36-21-35(38(52)25(3)62-36)64-45(58)37-24(2)32(51)18-19-34(37)61-6/h10,13,16-20,23,25-29,31,33,35-36,38-41,47,52-55H,7-9,11-12,14-15,21-22H2,1-6H3,(H,56,57)/b13-10-/t23-,25-,26-,27-,28-,29+,31-,33+,35-,36+,38-,39-,40-,41-,47+,49-,50+/m1/s1
• InChI Key: BOAFKDAAUUBJJK-XEQYPWMDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₆₃ClO₁₇
• Molecular Weight: 971.50 g/mol
• Exact Mass: 970.3753782 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.93
• H-Bond Acceptor: 16
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	-	0.8636	86.36%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8173	81.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7971	79.71%
OATP1B3 inhibitior	+	0.7926	79.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	+	0.9626	96.26%
P-glycoprotein inhibitior	+	0.7519	75.19%
P-glycoprotein substrate	+	0.7710	77.10%
CYP3A4 substrate	+	0.7597	75.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.9396	93.96%
CYP2C9 inhibition	-	0.7321	73.21%
CYP2C19 inhibition	-	0.7341	73.41%
CYP2D6 inhibition	-	0.8745	87.45%
CYP1A2 inhibition	-	0.5451	54.51%
CYP2C8 inhibition	+	0.8343	83.43%
CYP inhibitory promiscuity	-	0.8492	84.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Danger	0.5599	55.99%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.6644	66.44%
Skin corrosion	-	0.9147	91.47%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6843	68.43%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8468	84.68%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7273	72.73%
Acute Oral Toxicity (c)	II	0.3147	31.47%
Estrogen receptor binding	+	0.8309	83.09%
Androgen receptor binding	+	0.7339	73.39%
Thyroid receptor binding	+	0.6134	61.34%
Glucocorticoid receptor binding	+	0.7556	75.56%
Aromatase binding	+	0.5763	57.63%
PPAR gamma	+	0.7896	78.96%
Honey bee toxicity	-	0.6427	64.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6204	62.04%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.73%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.46%	83.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.50%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL4208	P20618	Proteasome component C5	93.27%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.87%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.50%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	90.38%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.11%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.66%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.47%	97.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.04%	94.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.91%	97.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.95%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.55%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.30%	94.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.48%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	82.28%	90.17%
CHEMBL1795185	Q58F21	Bromodomain testis-specific protein	82.10%	89.76%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.45%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.90%	94.73%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.51%	98.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.40%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101625994
• LOTUS: LTS0032887
• wikiData: Q104939127