Per-compound provenance: structure, identifiers, taxonomy, license tier, ChemBERTa-similar neighbors, ADMET predictions, and external cross-references.

2,3-dihydroxybenzoic acid

Synonyms: Pyrocatechuic acid, O-pyrocatechuic acid, Catecholcarboxylic acid, 2-pyrocatechuic acid, 3-hydroxysalicylic acid, Catechol-3-carboxylic acid, Benzoic acid, 2,3-dihydroxy-, DHBA, DOBK, 2,3 DHB, 303-38-8, 2,3-DIHYDROXY-BENZOIC ACID

THEO_0855385 plant Unspecified

Structure

SMILES	OC(=O)c1cccc(c1O)O
InChIKey	GLDQAMYCGOIJDV-UHFFFAOYSA-N

Properties

Exact mass	154.03
LogP	0.80
TPSA	77.8
HBA	3.0
HBD	3.0
Rings	1.0
Rotatable bonds	1.0

Provenance

Primary source	IMPPAT
Also found in	AMDB ANPDB CMAUPv2 CMDB_Cereals CSIRO FooDB HERB IMPPAT LMDB_Lichen MycoCentral NPASS NPAtlas SMDB_Spice StreptomeDB TM-MC phytochemdb LOTUS
Attested species	Aloe africana; Aloe ferox; Aloe spicata; Aloe vera; Abies alba; Abies nobilis; Acrocomia aculeata; Acrocomia sclerocarpa; Aglaia odorata; Ailanthus triphysa +93 more, show all
Geographic regions	Africa, Australia, Central Asia, East Asia, Europe, Latin America, Middle East, New Zealand, North America, Oceania, Russia/CIS, South Asia, Southeast Asia
References	10.1002/CJOC.20030210222 10.1002/JCCS.198400042 10.1007/S11240-014-0506-4 (+18 more, show all) PubMed (via ChEBI): PMID:17065237 PMID:24171385 PMID:3575393
License	Unspecified
License provenance	Resolved via most-restrictive-wins across 17 attesting sources. AMDB: CC BY 4.0 ANPDB: CC BY-NC 4.0 CMAUPv2: CC BY 4.0 CMDB_Cereals: Unspecified CSIRO: CC BY-NC 4.0 FooDB: CC BY-NC 4.0 HERB: CC BY-NC 4.0 IMPPAT: CC BY-NC 4.0 LMDB_Lichen: Unspecified LOTUS: CC BY 4.0 MycoCentral: CC BY-NC 4.0 NPASS: CC BY-NC 4.0 NPAtlas: CC BY-NC 4.0 SMDB_Spice: Unspecified StreptomeDB: CC BY-NC 4.0 TM-MC: CC0 phytochemdb: CC BY-NC 4.0

Taxonomic classification

Kingdom	plant (resolved)
Phylum	Streptophyta (resolved)
Class	Liliopsida (resolved)
Order	Asparagales (resolved)
Family	Asphodelaceae (resolved)
Genus	Aloe (resolved)
Attested kingdoms	plant, animal, bacteria, fungi
Attested lineages	plant › Streptophyta › Magnoliopsida › Asparagales › Asphodelaceae › Aloe plant › Streptophyta › Magnoliopsida › Caryophyllales › Amaranthaceae › Haloxylon plant › Streptophyta › Magnoliopsida › Asparagales › Amaryllidaceae › Allium plant › Streptophyta › Magnoliopsida › Magnoliales › Annonaceae › Disepalum plant › Streptophyta › Magnoliopsida › Apiales › Apiaceae › Anethum +58 more, show all
Attested genera	Aloe, Haloxylon, Allium, Disepalum, Anethum, Daucus, Vallaris, Acrocomia, Cordyline, Rhachidosorus, Calea, Cissampelopsis +51 more, show all
Attested families	Pinaceae, Arecaceae, Meliaceae, Simaroubaceae, Boraginaceae, Amaryllidaceae, Asphodelaceae, Apiaceae, Aspleniaceae, Dichotomosiphonaceae, Pseudomonadaceae, Bacillaceae +36 more, show all
Native to (continents)	Europe, Northern america, Southern america, Asia-temperate, Asia-tropical, Australasia, Africa, Pacific (WCVP)
Native to (regions)	Eastern Europe, Middle Europe, Southeastern Europe, Southwestern Europe, Brazil, Caribbean, Central America, Mexico, Northern South America, Western South America, China, Indo-China, Malesia, Australia, Indian Subcontinent, Western Asia, Central Asia, Southern Africa, South Tropical Africa, Arabian Peninsula, Northwestern U.S.A., Russian Far East, South-Central U.S.A., Southwestern U.S.A., Western Canada +20 more, show all (WCVP TDWG level 2)

Chemical classification

Simple phenolic acids Curated

Phenolic acids (C6-C1) → Shikimates and Phenylpropanoids

Chemical class (see Help for how classes are assigned)

NPClassifier class	Simple phenolic acids
NPClassifier superclass	Phenolic acids (C6-C1)
NPClassifier pathway	Shikimates and Phenylpropanoids
ClassyFire superclass	Benzenoids
Inferred class	—
ChEBI ID	CHEBI:18026
IUPAC name	2,3-dihydroxybenzoic acid
Definition (ChEBI)	A dihydroxybenzoic acid that is benzoic acid substituted by hydroxy groups at positions 2 and 3. It occurs naturally in Phyllanthus acidus and in the aquatic fern Salvinia molesta.

NPClassifier hierarchy

Simple phenolic acids → Phenolic acids (C6-C1) → Shikimates and Phenylpropanoids

Stereoisomer family overview

3 family members; click any structure to navigate.

Label font | Subfigure size | SVG PDF PNG

InChIKey family (full 27-character InChIKey)

3 compounds in the corpus share the connectivity prefix GLDQAMYCGOIJDV. They are partitioned below by the type of variation: true stereoisomers, stereo-unspecified entries, and protonation/charge variants.

Compound	InChIKey (stereo / proton)	Source	License
Reference compound
THEO_0855385 (this compound)	GLDQAMYCGOIJDV-UHFFFAOYSA-N	IMPPAT	Unspecified
Protonation and charge states (2 entries with a different charge state)
THEO_0050762	GLDQAMYCGOIJDV-UHFFFAOYSA-L	COCONUT	CC BY 4.0
THEO_0050763	GLDQAMYCGOIJDV-UHFFFAOYSA-K	COCONUT	CC BY 4.0

ADMET Predictions (ADMET-AI)

Lipinski	4.0000
QED	0.5225
stereo_centers	0.0000
PAINS_alert	1.0000
BRENK_alert	1.0000
NIH_alert	1.0000
AMES	0.1485
BBB_Martins	0.4727
Bioavailability_Ma	0.6796
CYP1A2_Veith	0.0584
CYP2C19_Veith	0.0243
CYP2C9_Substrate_CarbonMangels	0.1133
CYP2C9_Veith	0.0277
CYP2D6_Substrate_CarbonMangels	0.0258
CYP2D6_Veith	0.0180
CYP3A4_Substrate_CarbonMangels	0.1316
CYP3A4_Veith	0.0030
Carcinogens_Lagunin	0.2868
ClinTox	0.1614
DILI	0.4467
HIA_Hou	0.8590
NR_AR_LBD	0.0086
NR_AR	0.0293
NR_AhR	0.1274
NR_Aromatase	0.0035
NR_ER_LBD	0.0307
NR_ER	0.0687
NR_PPAR_gamma	0.0073
PAMPA_NCATS	0.1233
Pgp_Broccatelli	0.0035
SR_ARE	0.1278
SR_ATAD5	0.0128
SR_HSE	0.0169
SR_MMP	0.0296
SR_p53	0.0227
Skin_Reaction	0.5228
hERG	0.0420
Caco2_Wang	-5.2940
Clearance_Hepatocyte_AZ	24.3071
Clearance_Microsome_AZ	0.0000 (raw: -1.2463)
Half_Life_Obach	0.0000 (raw: -20.5265)
HydrationFreeEnergy_FreeSolv	-13.9690
LD50_Zhu	1.9680
Lipophilicity_AstraZeneca	-1.2607
PPBR_AZ	59.9884
Solubility_AqSolDB	-1.4169
VDss_Lombardo	0.4705

Show all ADMET

External links

Google PubChem ChEBI KEGG KNApSAcK MetaboLights ChEMBL CAS NMRShiftDB JSON ADMET