(1'R,2S,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-2-[(2S)-butan-2-yl]-21',24'-dihydroxy-12'-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-3,11',13',22'-tetramethylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2'-one

Details

• Internal ID: 77b991ec-235e-4d74-a9e9-c32902a5adcc
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1'R,2S,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-2-[(2S)-butan-2-yl]-21',24'-dihydroxy-12'-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-3,11',13',22'-tetramethylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2'-one
• SMILES (Canonical): CCC(C)C1C(C=CC2(O1)CC3CC(O2)CC=C(C(C(C=CC=C4COC5C4(C(C=C(C5O)C)C(=O)O3)O)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)O)OC)OC)C)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1[C@H](C=C[C@@]2(O1)C[C@@H]3C[C@H](O2)C/C=C(/[C@H]([C@H](/C=C/C=C/4\CO[C@H]5[C@@]4([C@@H](C=C([C@H]5O)C)C(=O)O3)O)C)O[C@H]6C[C@@H]([C@H]([C@@H](O6)C)O[C@H]7C[C@@H]([C@H]([C@@H](O7)C)O)OC)OC)\C)C
• InChI: InChI=1S/C48H72O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,17-19,25-26,28,30-31,33-45,49-50,52H,11,16,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43-,44-,45+,47+,48+/m0/s1
• InChI Key: RRZXIRBKKLTSOM-LFOOHIAMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₂O₁₄
• Molecular Weight: 873.10 g/mol
• Exact Mass: 872.49220697 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 5.38
• H-Bond Acceptor: 14
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9721	97.21%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.8521	85.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9639	96.39%
P-glycoprotein inhibitior	+	0.7719	77.19%
P-glycoprotein substrate	+	0.9343	93.43%
CYP3A4 substrate	+	0.7402	74.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8963	89.63%
CYP2C19 inhibition	-	0.9035	90.35%
CYP2D6 inhibition	-	0.9272	92.72%
CYP1A2 inhibition	-	0.9031	90.31%
CYP2C8 inhibition	+	0.7354	73.54%
CYP inhibitory promiscuity	-	0.6033	60.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5518	55.18%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.5794	57.94%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7689	76.89%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7883	78.83%
Acute Oral Toxicity (c)	III	0.4164	41.64%
Estrogen receptor binding	+	0.8803	88.03%
Androgen receptor binding	+	0.8696	86.96%
Thyroid receptor binding	+	0.5489	54.89%
Glucocorticoid receptor binding	+	0.7610	76.10%
Aromatase binding	+	0.6008	60.08%
PPAR gamma	+	0.7705	77.05%
Honey bee toxicity	+	0.9768	97.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9550	95.50%

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	98.31%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.82%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.95%	96.77%
CHEMBL4040	P28482	MAP kinase ERK2	96.44%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.94%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.42%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.35%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.20%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.71%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.22%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.77%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.84%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.79%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.62%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	88.36%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.31%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.05%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	86.17%	94.73%
CHEMBL255	P29275	Adenosine A2b receptor	86.09%	98.59%
CHEMBL2581	P07339	Cathepsin D	85.96%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.87%	90.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.04%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.36%	94.45%
CHEMBL1871	P10275	Androgen Receptor	84.06%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.73%	97.14%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.46%	92.78%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.62%	98.75%
CHEMBL4072	P07858	Cathepsin B	82.59%	93.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.08%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.94%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.55%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.76%	96.90%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.67%	91.07%

Plants that contains it

• Veratrum nigrum
• Veronicastrum sibiricum

Cross-Links

• PubChem: 59310708
• NPASS: NPC147479