(S)-rosmarinic acid (Q27122042)

(2R)-3-(3,4-dihydroxyphenyl)-2-[(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid

Rosmarinate (English)

6 October 2016

2 references

inferred from InChIKey

based on heuristic

inferred from InChI

1 reference

based on heuristic

inferred from InChI

chemical formula

C₁₈H₁₆O₈

1 reference

Rosmarinate (English)

6 October 2016

canonical SMILES

C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O

1 reference

Rosmarinate (English)

6 October 2016

isomeric SMILES

C1=CC(=C(C=C1C[C@@H](C(=O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)O

1 reference

Sortase A inhibitory metabolites from the roots of Pulsatilla koreana

Rosmarinate (English)

6 October 2016

1 reference

Anchusa azurea

1 reference

Four New Triterpenes fromAnchusa azureavar.azurea

Anchusa strigosa

1 reference

Pyrrolizidine alkaloids from Anchusa strigosa and their antifeedant activity

Anthurium versicolor

1 reference

Phenolic constituents and antioxidant activity of an extract of Anthuriumversicolor leaves.

Brainea insignis

1 reference

Phenolic constituents from Brainea insignis

Canna indica

1 reference

Phenylpropanoid derivatives from edible canna, Canna edulis

Celastrus hindsii

1 reference

Isolation and characterization of rosmarinic acid oligomers in Celastrus hindsii Benth leaves and their antioxidative activity

Centella asiatica

1 reference

Antiproliferative constituents from Umbelliferae plants VII. Active triterpenes and rosmarinic acid from Centella asiatica

Clinopodium chinense

1 reference

Matrix metalloproteinase-2 inhibitors from Clinopodium chinense var. parviflorum

Cordia obliqua

1 reference

Chemical constituents of Cordia latifolia and their nematicidal activity

Cordia sebestena

1 reference

Sebestenoids A-D, BACE1 inhibitors from Cordia sebestena

Daphne feddei

1 reference

Secolignans, neolignans and phenylpropanoids from Daphne feddei and their biological activities

Eritrichium sericeum

1 reference

Caffeic acid metabolites from Eritrichium sericeum cell cultures

Glechoma hederacea

1 reference

Anti-inflammatory activity of constituents from Glechoma hederacea var. longituba

Glechoma longituba

1 reference

Anti-inflammatory activity of constituents from Glechoma hederacea var. longituba

Helicteres angustifolia

1 reference

Pregnane, coumarin and lupane derivatives and cytotoxic constituents from Helicteres angustifolia

Helicteres isora

1 reference

Studies on Jamu and the medicinal resources in Indonesia. Part 2. Studies on the Constituents of Fruits of Helicteres isora L.

Hyptis capitata

1 reference

A lignan and pyrone and other constituents from Hyptis capitata

Condea verticillata

1 reference

Lignans and other compounds from the mixe indian medicinal plant Hyptis verticillata

Collinsonia japonica

1 reference

Hyaluronidase inhibitors from Keiskea japonica

Lavandula angustifolia

1 reference

Pigment formation by callus of Lavandula angustifolia

Lithospermum erythrorhizon

4 references

Inhibitory effect of the Agrobacterium rhizogenes rolC gene on rabdosiin and rosmarinic acid production in Eritrichium sericeum and Lithospermum erythrorhizon transformed cell cultures.

Two phenolic acids from Lithospermum erythrorhizon cell suspension cultures

Caffeic acid oligomers in Lithospermum erythrorhizon cell suspension cultures

Accumulation of p-O-β-D-glucosylbenzoic acid and its relation to shikonin biosynthesis in Lithospermum cell cultures

Lycopus asper

1 reference

Hyaluronidase inhibitors from Takuran, Lycopus lucidus

Lycopus lucidus

1 reference

Hyaluronidase inhibitors from Takuran, Lycopus lucidus

Meehania fargesii

1 reference

Cyclic spermidine alkaloids and flavone glycosides from Meehania fargesii

Meehania urticifolia

1 reference

Hyaluronidase inhibitory rosmarinic acid derivatives from Meehania urticifolia

Melissa officinalis

3 references

Composition of the fresh leaves and stems of Melissa officinalis and evaluation of skin irritation in a reconstituted human epidermis model.

Triterpene, antioxidant, and antimicrobial compounds from Melissa officinalis

A New Antioxidative 1,3-Benzodioxole fromMelissa officinalis

Mentha piperita

1 reference

Antiallergic effect of flavonoid glycosides obtained from Mentha piperita L.

Mentha spicata

1 reference

Antihistaminic flavones and aliphatic glycosides from Mentha spicata

Camonea bifida

1 reference

Phenolic compounds from Merremia umbellata subsp. orientalis and their allelopathic effects on Arabidopsis seed germination.

Monarda punctata

1 reference

A lipase inhibitor monoterpene and monoterpene glycosides from Monarda punctata

Nepeta italica

1 reference

Iridoid and eugenol glycosides from Nepeta cadmea

Origanum dictamnus

1 reference

Depsides and other polar constituents from Origanum dictamnus L. and their in vitro antimicrobial activity in clinical strains.

Origanum vulgare

3 references

Structure of a new antioxidative phenolic acid from oregano (Origanum vulgare L.).

Structure of a New Antioxidative Phenolic Acid from Oregano (Origanum vulgareL.)

Polar Constituents from the Aerial Parts ofOriganum vulgareL. Ssp.hirtumGrowing Wild in Greece

Orthosiphon aristatus

1 reference

Induction of rosmarinic acid accumulation in cell suspension cultures of Orthosiphon aristatus after treatment with yeast extract

Orthosiphon aristatus var. aristatus

2 references

Constituents of the Vietnamese medicinal plant Orthosiphon stamineus.

Orthosiphol D and E, minor diterpenes from Orthosiphon stamineus

Perilla frutescens

7 references

Cyanogenic glycosides in leaves of Perilla frutescens var. acuta

Inhibitory effect of decoction of Perilla frutescens on cultured murine mesangial cell proliferation and quantitative analysis of its active constituents

Inhibitory effect of Perilla frutescens and its phenolic constituents on cultured murine mesangial cell proliferation

Superoxide Scavenging Activity of Rosmarinic Acid fromPerilla frutescensBritton Var.acutaf.viridis

Novel Antioxidants Isolated from Perilla frutescens Britton var. crispa (Thunb.).

Luteolin as an anti-inflammatory and anti-allergic constituent of Perilla frutescens

Inhibitors of Arachidonate Lipoxygenase from Defatted Perilla Seed

Perilla frutescens var. frutescens

1 reference

Inhibitors of Arachidonate Lipoxygenase from Defatted Perilla Seed

Salvia deserta

1 reference

Constituents of Roots of Salvia deserta SCHANG. (Xinjiang-Danshen)

Salvia limbata

1 reference

Flavones and rosmarinic acid from Salvia limbata

Salvia miltiorrhiza

2 references

Diterpenoid tanshinones and phenolic acids from cultured hairy roots of Salvia miltiorrhiza Bunge and their antimicrobial activities.

Isolation of inhibitors of adenylate cyclase from dan-shen, the root of Salvia miltiorrhiza

Salvia officinalis

4 references

Rosmarinic acid derivatives from Salvia officinalis

Antioxidative Phenolic Compounds from Sage (Salvia officinalis)

Flavonoids and phenolic compounds from Rosmarinus officinalis

Phenolic diterpenes, flavones, and rosmarinic acid distribution during the development of leaves, flowers, stems, and roots of Rosmarinus officinalis. Antioxidant activity

Salvia palaestina

1 reference

Secondary metabolites from the aerial parts of Salvia palaestina Bentham.

Salvia prionitis

1 reference

Prionitisides A and B, two phenolic glycosides from Salvia prionitis

Salvia yunnanensis

1 reference

Four New Caffeic Acid Metabolites, Yunnaneic Acids E-H, from Salvia yunnanensis.

Sanicula europaea

1 reference

Saniculoside N from Sanicula europaea L

Sarcandra glabra

1 reference

A new coumarin from Sarcandra glabra

Symphytum officinale

1 reference

[Biochemical-pharmacologic studies of medicinal plants. 1. Isolation of rosmarinic acid from Symphytum officinale L. and its anti-inflammatory activity in an in vitro model]

Thymus vulgaris

1 reference

Isolation and structure elucidation of radical scavengers from Thymus vulgaris leaves.

Heliotropium sarmentosum

1 reference

Anti-lipid-peroxidative principles from Tournefortia sarmentosa

Triumfetta rhomboidea

1 reference

Chemical Components fromTriumfetta bartramia

Vaccinium arctostaphylos

1 reference

Phenolic compounds of the leaves of Vaccinium arctostaphylos

Zataria multiflora

1 reference

Rosmarinic acid from Zataria multiflora tops and in vitro cultures

Salvia

2 references

Flavonoids and phenolic compounds from Rosmarinus officinalis

Phenolic diterpenes, flavones, and rosmarinic acid distribution during the development of leaves, flowers, stems, and roots of Rosmarinus officinalis. Antioxidant activity

Salvia abrotanoides

1 reference

Phytochemical investigation of Perovskia abrotanoides

Salvia deserti

1 reference

Constituents of Roots of Salvia deserta SCHANG. (Xinjiang-Danshen)

Lindelofia stylosa

1 reference

Phenyl polypropanoids from Lindelofia stylosa.

Camonea umbellata

1 reference

Phenolic compounds from Merremia umbellata subsp. orientalis and their allelopathic effects on Arabidopsis seed germination.

different from

rosmarinic acid

0 references

Identifiers

InChI

InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m0/s1

1 reference

Rosmarinate (English)

DOUMFZQKYFQNTF-GIZXNFQBSA-N

6 October 2016

InChIKey

2 references

Rosmarinate (English)

6 October 2016

ChEBI release 2020-09-01

0 references

1 reference

(S)-(-)-Rosmarinic acid (English)

6 October 2016

2 references

Rosmarinate (English)

matched by identifier from

6 October 2016

InChIKey

DOUMFZQKYFQNTF-GIZXNFQBSA-N

Reaxys registry number

4208785

1 reference

(S)-rosmarinic acid (English)

6 October 2016

ChEBI ID

50372

mapping relation type

2 references

(S)-rosmarinic acid (English)

matched by identifier from

6 October 2016

International Chemical Identifier

InChI

InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m0/s1

1 reference