22,23-Dihydroavermectin B1

ID: ALA2079552

Cas Number: 65195-56-4

PubChem CID: 6858005

Product Number: A329439, Order Now?

Max Phase: Unknown

Molecular Formula: C47H70O14

Molecular Weight: 859.06

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 22,23-dihydroavermectin b1b | Abamectin b1b | Abamectin component b1b | Avermectin b1b | Ivermectin b1b | Ivermectin component b1b | Avermectin B1b|65195-56-4|Abamectin B1b|abamectin component B1b|Abamectin komponente B1b|UNII-W8DT67027W|Antibiotic C 076B(sub 1b)|W8DT67027W|EINECS 265-611-9|Abamectin B1b (~90%)|Avermectin A1a, 5-O-demethyl-25-de(1-methylpropyl)-25-(1-methylethyl)-|CHEBI:29537|(1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-21',24'-dihydroxy-12'-[(2R,4S,5S,6S)-5-[(Show More⌵

Canonical SMILES:  CO[C@H]1C[C@H](O[C@H]2[C@H](C)O[C@@H](O[C@@H]3/C(C)=C/C[C@@H]4C[C@@H](C[C@]5(C=C[C@H](C)[C@@H](C(C)C)O5)O4)OC(=O)[C@@H]4C=C(C)[C@@H](O)[C@H]5OC/C(=C\C=C\[C@@H]3C)[C@]54O)C[C@@H]2OC)O[C@@H](C)[C@@H]1O

Standard InChI:  InChI=1S/C47H70O14/c1-24(2)41-27(5)16-17-46(61-41)22-33-19-32(60-46)15-14-26(4)42(25(3)12-11-13-31-23-54-44-39(48)28(6)18-34(45(50)57-33)47(31,44)51)58-38-21-36(53-10)43(30(8)56-38)59-37-20-35(52-9)40(49)29(7)55-37/h11-14,16-18,24-25,27,29-30,32-44,48-49,51H,15,19-23H2,1-10H3/b12-11+,26-14+,31-13+/t25-,27-,29-,30-,32+,33-,34-,35-,36-,37-,38-,39+,40-,41+,42-,43-,44+,46+,47+/m0/s1

Standard InChI Key:  ZFUKERYTFURFGA-PVVXTEPVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2079552

   Avermectin B1b

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 859.06

Molecular Weight (Monoisotopic): 858.4766

AlogP: 4.99

#Rotatable Bonds: 7

Polar Surface Area: 170.06

Molecular Species: NEUTRAL

HBA: 14

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.47

CX Basic pKa: ┄

CX LogP: 5.40

CX LogD: 5.40

Aromatic Rings: ┄

Heavy Atoms: 61

QED Weighted: 0.23

Np Likeness Score: 2.38

References

1. Chabala JC, Mrozik H, Tolman RL, Eskola P, Lusi A, Peterson LH, Woods MF, Fisher MH, Campbell WC, Egerton JR, Ostlind DA..  (1980)  Ivermectin, a new broad-spectrum antiparasitic agent.,  23  (10): [PMID:6893469] [10.1021/jm00184a014]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

3. Singh L, Singh K..  (2021)  Ivermectin: A Promising Therapeutic for Fighting Malaria. Current Status and Perspective.,  64  (14.0): [PMID:34242031] [10.1021/acs.jmedchem.1c00498]

Source

Source(2):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names