PENICILLIN G HYDRABAMINE

First approved in 1954

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C42H64N2.2C16H18N2O4S
Molecular Weight	1265.751
Optical Activity	UNSPECIFIED
Defined Stereocenters	12 / 12
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)S[C@@H]2[C@H](NC(=O)CC3=CC=CC=C3)C(=O)N2[C@H]1C(O)=O.CC4(C)S[C@@H]5[C@H](NC(=O)CC6=CC=CC=C6)C(=O)N5[C@H]4C(O)=O.CC(C)C7=CC=C8C(CC[C@H]9[C@](C)(CNCCNC[C@]%10(C)CCC[C@@]%11(C)[C@H]%10CCC%12=C%11C=CC(=C%12)C(C)C)CCC[C@]89C)=C7

InChI

InChIKey=BIPGVSDEAYGJOG-YQUITFMISA-N

InChI=1S/C42H64N2.2C16H18N2O4S/c1-29(2)31-11-15-35-33(25-31)13-17-37-39(5,19-9-21-41(35,37)7)27-43-23-24-44-28-40(6)20-10-22-42(8)36-16-12-32(30(3)4)26-34(36)14-18-38(40)42;2*1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h11-12,15-16,25-26,29-30,37-38,43-44H,9-10,13-14,17-24,27-28H2,1-8H3;2*3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t37-,38-,39-,40-,41+,42+;2*11-,12+,14-/m011/s1

HIDE SMILES / InChI

Molecular Formula	C16H18N2O4S
Molecular Weight	334.39
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	C42H64N2
Molecular Weight	596.971
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.drugfuture.com/chemdata/penicillin-g-hydrabamine.html | https://www.ncbi.nlm.nih.gov/pubmed/13239094

PENICILLIN G HYDRABAMINE, a semi-synthetic antibiotic, is used for the treatment of infections caused by susceptible, usually gram-positive, organisms.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Bacterial Infections 63 Sources: http://www.drugfuture.com/chemdata/penicillin-g-hydrabamine.html https://www.ncbi.nlm.nih.gov/pubmed/13239094	Curative		Approved 8583	Compocillin Approved Use Antibacterial

C_max

Value	Dose	Co-administered	Analyte	Population
145.5 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17371819/	30 mg/kg 2 times / day multiple, intravenous dose: 30 mg/kg route of administration: Intravenous experiment type: MULTIPLE co-administered:		PENICILLIN G plasma	Homo sapiens population: UNHEALTHY age: NEWBORN sex: FEMALE / MALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
23360.2 μg × min/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17371819/	30 mg/kg 2 times / day multiple, intravenous dose: 30 mg/kg route of administration: Intravenous experiment type: MULTIPLE co-administered:		PENICILLIN G plasma	Homo sapiens population: UNHEALTHY age: NEWBORN sex: FEMALE / MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
3.8 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17371819/	30 mg/kg 2 times / day multiple, intravenous dose: 30 mg/kg route of administration: Intravenous experiment type: MULTIPLE co-administered:		PENICILLIN G plasma	Homo sapiens population: UNHEALTHY age: NEWBORN sex: FEMALE / MALE food status: UNKNOWN

F_unbound

Value	Dose	Co-administered	Analyte	Population
40% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17371819/	30 mg/kg 2 times / day multiple, intravenous dose: 30 mg/kg route of administration: Intravenous experiment type: MULTIPLE co-administered:		PENICILLIN G plasma	Homo sapiens population: UNHEALTHY age: NEWBORN sex: FEMALE / MALE food status: UNKNOWN

Overview

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
OATP1B3 961 OATP1 1 PEPT1 27 PEPT2 13 OCTN2 71	CYP 303

Drug as perpetrator

Target	Modality	Activity
PEPT1 29	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/15567297/	likely
PEPT2 17	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/15567297/	likely
OATP1 1	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/12130730/; https://pubmed.ncbi.nlm.nih.gov/9950961/; https://pubmed.ncbi.nlm.nih.gov/10411577/	yes
OATP1B3 970	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/16495352/	yes
OCTN2 71	inhibitor 4027 Sources: https://www.jbc.org/article/S0021-9258(18)31098-6/fulltext	yes

Drug as victim

Target	Modality	Activity	Metabolite	Clinical evidence
CYP 303	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/065068s013lbl.pdf	likely

Sourcing

Vendor/Aggregator	ID	URL
BOC Sciences	3344-16-9	https://www.bocsci.com/hydrabamine-penicillin-g-cas-3344-16-9-item-181556.html
Chemieliva Pharmaceutical Co., Ltd	PBCM1277553
PubChem	76964871	https://pubchem.ncbi.nlm.nih.gov/compound/76964871

PubMed

Title	Date	PubMed
Penicillin G, penicillin V, and other pharmaceutical improvements in the treatment of infections.	1990-01-01	2109661
Hydrabamine penicillin G: a new oral penicillin.	1955-07	13239094

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:33:03 GMT 2025` Edited by `admin` on `Mon Mar 31 17:33:03 GMT 2025`
Record UNII	667Y1107D3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PENICILLIN G HYDRABAMINE [MI]

Preferred Name

English

PENICILLIN G HYDRABAMINE

Common Name

English

Penicillin g hydrabamine [WHO-DD]

Common Name

English

Code System Code Type Description

PUBCHEM

76964871