Avermectin B2b

Details

• Internal ID: df0bf853-9cc8-4b3e-8b6f-97f5f563473a
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues > Milbemycins
• IUPAC Name: (1R,4S,4'S,5'S,6R,6'R,8R,10E,12S,13S,14E,16E,20R,21R,24S)-4',21,24-trihydroxy-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-5',11,13,22-tetramethyl-6'-propan-2-ylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one
• SMILES (Canonical): CC1C=CC=C2COC3C2(C(C=C(C3O)C)C(=O)OC4CC(CC=C(C1OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)O)OC)OC)C)OC7(C4)CC(C(C(O7)C(C)C)C)O)O
• SMILES (Isomeric): C[C@H]1/C=C/C=C/2\CO[C@H]3[C@@]2([C@@H](C=C([C@H]3O)C)C(=O)O[C@H]4C[C@@H](C/C=C(/[C@H]1O[C@H]5C[C@@H]([C@H]([C@@H](O5)C)O[C@H]6C[C@@H]([C@H]([C@@H](O6)C)O)OC)OC)\C)O[C@]7(C4)C[C@@H]([C@@H]([C@H](O7)C(C)C)C)O)O
• InChI: InChI=1S/C47H72O15/c1-23(2)41-27(6)34(48)21-46(62-41)20-32-17-31(61-46)15-14-25(4)42(24(3)12-11-13-30-22-55-44-39(49)26(5)16-33(45(51)58-32)47(30,44)52)59-38-19-36(54-10)43(29(8)57-38)60-37-18-35(53-9)40(50)28(7)56-37/h11-14,16,23-24,27-29,31-44,48-50,52H,15,17-22H2,1-10H3/b12-11+,25-14+,30-13+/t24-,27-,28-,29-,31+,32-,33-,34-,35-,36-,37-,38-,39+,40-,41+,42-,43-,44+,46-,47+/m0/s1
• InChI Key: ZPAKHHSWIYDSBJ-YAGODIQJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₂O₁₅
• Molecular Weight: 877.10 g/mol
• Exact Mass: 876.48712159 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 15
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• 65195-58-6
• C47H72O15
• C47-H72-O15
• SCHEMBL2170085
• CHEBI:29543
• DTXSID601317359
• LMPK04000018
• Q27110136
• (1R,4S,4'S,5'S,6R,6'R,8R,10E,12S,13S,14E,16E,20R,21R,24S)-4',21,24-trihydroxy-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-5',11,13,22-tetramethyl-6'-propan-2-ylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9634	96.34%
Caco-2	-	0.8743	87.43%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7706	77.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8676	86.76%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9412	94.12%
P-glycoprotein inhibitior	+	0.7710	77.10%
P-glycoprotein substrate	+	0.9212	92.12%
CYP3A4 substrate	+	0.7410	74.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.9037	90.37%
CYP2C9 inhibition	-	0.8840	88.40%
CYP2C19 inhibition	-	0.9093	90.93%
CYP2D6 inhibition	-	0.8886	88.86%
CYP1A2 inhibition	-	0.8754	87.54%
CYP2C8 inhibition	+	0.7121	71.21%
CYP inhibitory promiscuity	-	0.8452	84.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5299	52.99%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.6393	63.93%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6484	64.84%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.7698	76.98%
skin sensitisation	-	0.8216	82.16%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7688	76.88%
Acute Oral Toxicity (c)	I	0.4897	48.97%
Estrogen receptor binding	+	0.8611	86.11%
Androgen receptor binding	+	0.8221	82.21%
Thyroid receptor binding	+	0.5286	52.86%
Glucocorticoid receptor binding	+	0.7421	74.21%
Aromatase binding	+	0.5873	58.73%
PPAR gamma	+	0.7610	76.10%
Honey bee toxicity	+	0.8335	83.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8762	87.62%

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	96.60%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.89%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.97%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.23%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.00%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.07%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.58%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.51%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.32%	93.40%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.79%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.29%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.51%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.13%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.99%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.98%	94.00%
CHEMBL1871	P10275	Androgen Receptor	86.57%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	85.00%	95.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.95%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.70%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.62%	97.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.12%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.00%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.62%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.21%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.81%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.68%	96.00%
CHEMBL4208	P20618	Proteasome component C5	80.45%	90.00%

Plants that contains it

• Veratrum nigrum
• Veronicastrum sibiricum

Cross-Links

• PubChem: 11953974
• NPASS: NPC195400
• LOTUS: LTS0173958
• wikiData: Q27110136