tenofovir (anhydrous)

CHEBI:63625 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A member of the class of phosphonic acids that is methylphosphonic acid in which one of the methyl hydrogens is replaced by a [(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy group. An inhibitor of HIV-1 reverse transcriptase, the bis(isopropyloxycarbonyloxymethyl) ester (disoproxil ester) prodrug is used as the fumaric acid salt in combination therapy for the treatment of HIV infection. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:26069 CHEBI:26069
CHEBI:60783 CHEBI:60783

Chemical structure

Computed structure properties
Molecular formula	C9H14N5O4P
Charge	0
Average mass	287.216 Da
Monoisotopic mass	287.07834 Da
Source	ChEBI
InChIKey	SGOIRFVFHAKUTI-ZCFIWIBFSA-N

SMILES

C[C@H](Cn1cnc2c(N)ncnc21)OCP(=O)(O)O

InChI

InChI=1S/C9H14N5O4P/c1-6(18-5-19(15,16)17)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H2,10,11,12)(H2,15,16,17)/t6-/m1/s1

Also called

tenofovir (INN)— chebi
({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonic acid (EXACT_SYNONYM)— chebi
(R)-PMPA (EXACT_SYNONYM)— chebi
anh. tenofovir (EXACT_SYNONYM)— chebi
anhydrous tenofovir (EXACT_SYNONYM)— chebi
tenofovir (anh.) (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:147127-20-6
drugbank:DB00300
hmdb:HMDB0014445
kegg.drug:D06074
lincs.smallmolecule:LSM-5340
reaxys:7415378
wikipedia.en:Tenofovir

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:36044 CHEBI:36044
CHEBI:53756 CHEBI:53756

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:63625`	tenofovir (anhydrous)	`antibioticmech:chebi-9199045bb4`	2026-08-30

Mechanism summary

Mode of action: VIRAL_POLYMERASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:53756 (HIV-1 reverse transcriptase inhibitor). ChEBI asserts the role on the compound. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. Not a curator's mechanistic review.

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.