U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C21H30O2
Molecular Weight 314.4617
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DRONABINOL

SMILES

[H][C@@]12CCC(C)=C[C@@]1([H])C3=C(O)C=C(CCCCC)C=C3OC2(C)C

InChI

InChIKey=CYQFCXCEBYINGO-IAGOWNOFSA-N
InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H30O2
Molecular Weight 314.4617
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:01:16 UTC 2023
Edited
by admin
on Fri Dec 15 15:01:16 UTC 2023
Record UNII
7J8897W37S
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DRONABINOL
HSDB   INN   MART.   ORANGE BOOK   USAN   USP   VANDF   WHO-DD  
INN   USAN  
Official Name English
.DELTA.1-THC
Common Name English
MARINOL
Brand Name English
QCD 84924
Code English
ABBOTT 40566
Code English
THC
Common Name English
SP 104
Code English
TETRAHYDROCANNABINOLS (-)-TRANS-.DELTA.9-FORM
MI  
Common Name English
TETRAHYDROCANNABINOL
Common Name English
(6AR,10AR)-6,6,9-TRIMETHYL-3-PENTYL-6A,7,8,10A-TETRAHYDRO-6H-DIBENZO(B,D)PYRAN-1-OL
Common Name English
DELTA-9-TETRAHYDROCANNABINOL
Common Name English
DELTA-9-THC
Common Name English
(6aR,10aR)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol
Common Name English
ABBOTT-40566
Code English
DRONABINOL [ORANGE BOOK]
Common Name English
J882F
Code English
Dronabinol [WHO-DD]
Common Name English
.DELTA.9-THC
Common Name English
QCD-84924
Code English
AD313 component dronabinol
Common Name English
DRONABINOL [VANDF]
Common Name English
dronabinol [INN]
Common Name English
TETRAHYDROCANNABINOL, DELTA-9 TRANS
Common Name English
SP-104
Code English
.DELTA.-9-TETRAHYDROCANNABINOL
Common Name English
6H-DIBENZO(B,D)PYRAN-1-OL, 6A,7,8,10A-TETRAHYDRO-6,6,9-TRIMETHYL-3-PENTYL-, (6AR,10AR)-
Common Name English
SCI-110 component dronabinol
Code English
DELTA-9-TETRAHYDROCANNABINOL (CANNABIS SATIVA EXTRACT)
Common Name English
.DELTA.9-TETRAHYDROCANNABINOL
Common Name English
DRONABINOL [USAN]
Common Name English
(-)-.DELTA.1-3,4-TRANS-TETRAHYDROCANNABINOL
Common Name English
AD-313 component dronabinol
Common Name English
DRONABINOL [HSDB]
Common Name English
DRONABINOL [MART.]
Common Name English
DRONABINOL [USP MONOGRAPH]
Common Name English
NSC-134454
Code English
TETRAHYDROCANNABINOLS (-)-TRANS-.DELTA.9-FORM [MI]
Common Name English
6H-DIBENZO(B,D)PYRAN-1-OL, 6A,7,8,10A-TETRAHYDRO-6,6,9-TRIMETHYL-3-PENTYL-, (6AR-TRANS)-
Common Name English
Classification Tree Code System Code
NDF-RT N0000008010
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
FDA ORPHAN DRUG 668918
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
DEA NO. 7369
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
NCI_THESAURUS C267
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
LIVERTOX NBK548830
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
WHO-ATC A04AD10
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
FDA ORPHAN DRUG 498215
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
CFR 21 CFR 1308.35
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
FDA ORPHAN DRUG 652218
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
FDA ORPHAN DRUG 54890
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
EU-Orphan Drug EU/3/16/1621
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
WHO-ATC N02BG10
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
NDF-RT N0000175782
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
FDA ORPHAN DRUG 628818
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
WHO-VATC QA04AD10
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
FDA ORPHAN DRUG 620417
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
FDA ORPHAN DRUG 549616
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
FDA ORPHAN DRUG 734820
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL465
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
RXCUI
10402
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY RxNorm
DRUG CENTRAL
4109
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
NSC
134454
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
IUPHAR
2424
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
INN
5547
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
EVMPD
SUB06407MIG
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
DRUG BANK
DB00470
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
USAN
T-59
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
EPA CompTox
DTXSID6021327
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
MERCK INDEX
m10624
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY Merck Index
WIKIPEDIA
TETRAHYDROCANNABINOL
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
CHEBI
66964
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
LACTMED
Dronabinol
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
FDA UNII
7J8897W37S
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
DAILYMED
7J8897W37S
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
MESH
D013759
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
NCI_THESAURUS
C867
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
PUBCHEM
16078
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
CAS
1972-08-3
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
SMS_ID
100000090615
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
HSDB
6471
Created by admin on Fri Dec 15 15:01:16 UTC 2023 , Edited by admin on Fri Dec 15 15:01:16 UTC 2023
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> SUBSTRATE
METABOLIC ENZYME -> SUBSTRATE
MINOR
SALT/SOLVATE -> PARENT
TARGET -> AGONIST
Mouse AtT-20 neuroblastoma cells stably transfected with human CB1
EC50
METABOLIC ENZYME -> SUBSTRATE
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METABOLIC ENZYME -> SUBSTRATE
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METABOLIC ENZYME -> INHIBITOR
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Delta-9-tetrahydrocannabinol class | Euphoriant | Analgesic | Anti-inflammatory | Antioxidant | Antiemetic
TARGET -> AGONIST
Mouse AtT-20 neuroblastoma cells stably transfected with human CB2
EC50
METABOLIC ENZYME -> SUBSTRATE
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PRODRUG -> METABOLITE ACTIVE
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Equpotent to DELTA.9-TETRAHYDROCANNABINOL on CB1 receptors
PRODRUG -> METABOLITE ACTIVE
METABOLITE INACTIVE -> PARENT
URINE
METABOLITE -> PARENT
IN VITRO
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ACTIVE MOIETY