Compound

a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)

An anionic phospholipid obtained by deprotonation of the phosphate OH group of any 1-acyl-sn-glycero-3-phospho-1D-myo-inositol; major species at pH 7.3.

Definition from ChEBI (CHEBI:64771), read 2026-09-23. CC BY 4.0.

CHEBI:64771ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound, anion
Formula: C10H17O12PR
Mass: 360.209 g/mol
Charge: -1
SMILES: *C(=O)OC[C@@H](O)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O
Look it up: ChEBI

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

5 entities

5 entities reached.

0 reported hops5 assembled from the scaffold

What the reference databases state

Statements

9 statements

9 statements · 1 reference database · Subject: a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) · Sources: Rhea

Order

a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) is a substrate of AGPAT3ProteinRhea RHEA:37015Inferred only
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) is a substrate of ASPGProteinRhea RHEA:41352Inferred only
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) is a substrate of ASPGProteinRhea RHEA:44652Inferred only
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) is a substrate of GDPD2ProteinRhea RHEA:86379Inferred only
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) is a substrate of LCLAT1ProteinRhea RHEA:37623Inferred only
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) is a substrate of LCLAT1ProteinRhea RHEA:33195Inferred only
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) is a substrate of LCLAT1ProteinRhea RHEA:43960Inferred only
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) is a substrate of MBOAT7ProteinRhea RHEA:37015Inferred only
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) is a substrate of MBOAT7ProteinRhea RHEA:33195Inferred only

Reactions

11 reactions

a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)+watera 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)+a fatty acid+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:18001CC BY 4.0Reference data
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)+watersn-glycero-3-phospho-1D-myo-inositol+a fatty acid+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:32987CC BY 4.0Reference data
2a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)sn-glycero-3-phospho-1D-myo-inositol+a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:33167CC BY 4.0Reference data
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)+an acyl-CoAa 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)+coenzyme A(4-)
Catalysed by LCLAT1 or MBOAT7
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:33195CC BY 4.0Reference data
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)+(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoACHEBI:74335+coenzyme A(4-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:37011CC BY 4.0Reference data
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAa 1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)+coenzyme A(4-)
Catalysed by MBOAT7 or AGPAT3
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:37015CC BY 4.0Reference data
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)+(9Z)-octadecenoyl-CoAa 1-acyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)+coenzyme A(4-)
Catalysed by LCLAT1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:37623CC BY 4.0Reference data
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)+1-hexadecanoyl-sn-glycero-3-phosphocholinea 1-acyl-2-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)+sn-glycerol 3-phosphocholine
Catalysed by ASPG
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:41352CC BY 4.0Reference data
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)+octadecanoyl-CoAa 1-acyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)+coenzyme A(4-)
Catalysed by LCLAT1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:43960CC BY 4.0Reference data
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)+a 1-acyl-sn-glycero-3-phosphocholinea 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)+sn-glycerol 3-phosphocholine
Catalysed by ASPG
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:44652CC BY 4.0Reference data
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)+water1D-myo-inositol 1-phosphate+a 1-acyl-sn-glycerol+hydron
Catalysed by GDPD2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:86379CC BY 4.0Reference data

Other names

7 names

Resolves to: a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)

Also called: 1-acyl-LPI(1-)1-acyl-LPI(1−)1-acyl-sn-glycero-3-phospho-1D-myo-inositol1-acyl-sn-phosphatidyl-1D-myo-inositol(1-)1-acyl-sn-phosphatidyl-1D-myo-inositol(1−)LPI
Systematic name: (2R)-3-acyloxy-2-hydroxypropyl (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl phosphate