sugiol (Q74410874)

(4aS,10aR)-6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one

inferred from SMILES

stereoisomer of

2 references

inferred from InChIKey

inferred from InChI

chemical formula

C₂₀H₂₈O₂

0 references

canonical SMILES

O=C1C2=CC(=C(O)C=C2C3(C)CCCC(C)(C)C3C1)C(C)C

0 references

isomeric SMILES

CC(C)C1=C(C=C2C(=C1)C(=O)C[C@@H]3[C@@]2(CCCC3(C)C)C)O

0 references

found in taxon

Cryptomeria japonica

4 references

A new abietane and two dimeric abietane diterpenes from the black heartwood of Cryptomeria japonica

Labdanes from Cryptomeria japonica

Diterpenes from Cryptomeria japonica inhibit androgen receptor transcriptional activity in prostate cancer cells

Abietanes and kauranes from leaves of Cryptomeria japonica

Dacrydium cupressinum

1 reference

The structure of laurenene, a new diterpene from the essential oil of Dacrydium cupressinum. Part 1

Juniperus brevifolia

2 references

Diterpene constituents of leaves from Juniperus brevifolia

A new 4′,7-epoxy-8,3′-oxyneolignan from the acetone extract of Juniperus brevifolia leaves

Juniperus formosana

4 references

6-Oxoferruginol and 6α-Acetoxyferruginol, New Abietane-Type Diterpenes from the Heartwood ofJuniperus formosana

Dehydroabietane diterpenes from Juniperus formosana hay. var. concolor hay

New Lignan Detetrahydroconidendrin fromJuniperus FormosanaHayata

Five new compounds from the heartwood of Juniperus formosana Hayata.

Juniperus polycarpos var. seravschanica

1 reference

Terpenoids from Juniperus polycarpus var. seravschanica

Libocedrus bidwillii

1 reference

Lignans and sugiol from Libocedrus bidwillii

Salvia amplexicaulis

2 references

Cardioactive and antibacterial terpenoids from some Salvia species

Cardioactive diterpenoids from the roots of Salvia amplexicaulis

Salvia bracteata

1 reference

Diterpenoids from the roots of Salvia bracteata

Salvia przewalskii

1 reference

Two new icetexane diterpenoids from Salvia przewalskii

Salvia recognita

1 reference

Norabietane diterpenoids and other terpenoids from salvia recognita

Hyptis comaroides

1 reference

In vitro cytotoxic activity of abietane diterpenes from Peltodon longipes as well as Salvia miltiorrhiza and Salvia sahendica.

Peltodon longipes

1 reference

In vitro cytotoxic activity of abietane diterpenes from Peltodon longipes as well as Salvia miltiorrhiza and Salvia sahendica.

Salvinia molesta

1 reference

Cytotoxic compounds from invasive giant salvinia (Salvinia molesta) against human tumor cells

Araucaria angustifolia

1 reference

Diterpenes from Araucaria angustifolia

Amentotaxus formosana

2 references

Xanthine oxidase inhibitory terpenoids of Amentotaxus formosana protect cisplatin-induced cell death by reducing reactive oxygen species (ROS) in normal human urothelial and bladder cancer cells.

A Diterpenoid with a New Skeleton and Cytotoxic Terpenoids Isolated fromAmentotaxus formosana

Calocedrus formosana

2 references

Anti-inflammatory activity of sugiol, a diterpene isolated from Calocedrus formosana bark

Studies on the Extractive Constituents of the Bark ofLibocedrus FormosanaFlorin. II

Caryopteris incana

1 reference

Cytotoxic abietane diterpenoids from Caryopteris incana

Cephalotaxus harringtonii var. wilsoniana

1 reference

A novel cytotoxic C-methylated biflavone, taiwanhomoflavone-B from the twigs of Cephalotaxus wilsoniana

Chamaecyparis formosensis

1 reference

Terpenes and lignans from leaves of Chamaecyparis formosensis

Cladonia rangiferina

1 reference

Novel abietane diterpenoids and aromatic compounds from Cladonia rangiferina and their antimicrobial activity against antibiotics resistant bacteria

Cunninghamia lanceolata

1 reference

Two new bislabdane-type diterpenoids and three new diterpenoids from the roots of Cunninghamia lanceolata

Juniperus chinensis

2 references

Diterpenes from the bark of Juniperus chinensis

Terpenes from heartwood of Juniperus chinensis

Juniperus communis

3 references

The Chemistry of the Natural Order Cupressales. XIII. The Presence of Sugiol in the Wood of Juniperus communis L.

Inhibitory activity of Juniperus communis on 12(S)-HETE production in human platelets

Structure Elucidation of Germacrane Alcohols from Juniperus communis subsp. Hemisphaerica

Azadirachta indica

2 references

Constituents of the trunk bark of Melia azadirachta Linn. and the structure of the ketophenol, nimbiol

Tricyclic Diterpenoids from the Stem Bark of Azadirachta indica

Plectranthus ecklonii

1 reference

Two new diterpenoids from Plectranthus species

Prumnopitys ferruginea

2 references

Chemistry of the Podocarpaceae. XXVIII. Constituents of some Podocarpus and other species

Diterpenes of Podocarpus ferrugineus bark

Nageia nagi

2 references

Antioxidative action of diterpenoids from Podocarpus nagi

Two nor-diterpene dilactones from Podocarpus nagi

Premna serratifolia

1 reference

Potential anti-inflammatory diterpenes from Premna obtusifolia

Salvia broussonetii

1 reference

Diterpenes from Salvia broussonetii transformed roots and their insecticidal activity

Salvia canariensis

2 references

Diterpenes from the roots of Salvia canariensis

Salvia viridis

1 reference

Antibacterial diterpenes from the roots of Salvia viridis

Salvia lanata

1 reference

Salvia miltiorrhiza

3 references

Cytotoxic and aromatic constituents from Salvia miltiorrhiza

Structure elucidation and total synthesis of new tanshinones isolated from Salvia miltiorrhiza Bunge (Danshen)

Aldose reductase inhibitory constituents of the root of Salvia miltiorhiza Bunge

Salvia napifolia

1 reference

Abietane diterpenes from Salvia napifolia

Salvia phlomoides

2 references

Salvifarin and salvifaricin, neo-clerodane diterpenoids from salvia farinacea

Abietane diterpenoids from the root of Salvia phlomoides

Salvia tomentosa

1 reference

Rearranged abietane-type diterpenes from Salvia dichroantha

Salvia yunnanensis

1 reference

Abietane diterpene alkaloids from Salvia yunnanensis

Sequoia sempervirens

1 reference

Anti-tumor abietane diterpenes from the cones of Sequoia sempervirens

Thuja standishii

1 reference

Potential antitumor promoting diterpenoids from the stem bark of Thuja standishii

Tripterygium wilfordii

1 reference

Two new terpenes from Tripterygium wilfordii

Thuja occidentalis

1 reference

Mono- and Diterpenes from Cell Cultures of Thuja occidentalis

Thujopsis dolabrata

1 reference

Diterpene production by callus of some plants belonging to cupressaceae.

Chamaecyparis obtusa

2 references

Diterpene production by callus of some plants belonging to cupressaceae.

New Dimeric Monoterpenes and Dimeric Diterpenes from the Heartwood of Chamaecyparis obtusa var. formosana.

Chamaecyparis pisifera

1 reference

Diterpene production by callus of some plants belonging to cupressaceae.

Salvia candelabrum

1 reference

Diterpenoids from Salvia candelabrum

Premna herbacea

1 reference

Two Novel Diterpenoids from Pygmaeopremna herbacea

Salvia pachystachya

1 reference

New Diterpenes from Salvia pachystachys

Clerodendrum cyrtophyllum

1 reference

Abietane Diterpenes from Clerodendron cyrtophyllum.

Salvia coulteri

1 reference

Diterpenoids from Salvia coulteri

Salvia aspera

1 reference

Abietane and icetexane diterpenoids from the roots of Salvia aspera

Juniperus procera

1 reference

Additional Antibacterial Diterpenes from the Bark of Juniperus procera

meadow clary

1 reference

Abietane diterpenoids from the roots of Salvia pratensis.

Clerodendrum bungei

1 reference

Two Novel Diterpenoids from Clerodendrum Bungei.

Aegiphila lhotskiana

1 reference

1H and13C NMR assignments of abietane diterpenes fromAegiphila lhotzkyana

Austrocedrus chilensis

1 reference

EXTRACTABLE COMPOUNDS OF NATIVE TREES CHEMICAL AND BIOLOGICAL STUDY I: Bark of Prumnopytis andina (Podocarpaceae) and Austrocedrus chilensis (Cupressaceae)

Lycium chinense

1 reference

Sugiol and 5α-Stigmastane-3,6-dione from the Chinese Drug "Ti-ku-p'i" (Lycii radicis cortex)

Salvia prionitis

1 reference

Diterpenoids from Salvia heldrichiana

Salvia aethiopis

1 reference

Prumnopitys andina

1 reference

Podoandin, a molluscicidal sesquiterpene lactone from Podocarpus andina

Morella nagi

1 reference

Two nor-diterpene dilactones from Podocarpus nagi

Cryptomeria japonica var. sinensis

1 reference

Abietane diterpenoids from the bark of Cryptomeria fortunei

Aegiphila verticillata

1 reference

1H and13C NMR assignments of abietane diterpenes fromAegiphila lhotzkyana

Salvia officinalis

1 reference

Rearranged abietane-type diterpenes from Salvia dichroantha

Podocarpus

1 reference

Podoandin, a molluscicidal sesquiterpene lactone from Podocarpus andina

Salvia cana

1 reference

InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-10,12,18,21H,6-8,11H2,1-5H3/t18-,20+/m0/s1

Identifiers

InChI

0 references

2 references

ChEBI release 2019-11-01

https://commonchemistry.cas.org/detail?cas_rn=511-05-7

ChEBI release 2020-09-01

1 reference

31 December 2022

1 reference

Reaxys registry number

1885931

1 reference

ChEBI release 2019-11-01

ChEBI ID

138961

mapping relation type

exact match

1 reference

International Chemical Identifier

InChI

InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-10,12,18,21H,6-8,11H2,1-5H3/t18-,20+/m0/s1

SureChEMBL ID

SCHEMBL1086916

2 references

inferred from InChIKey

1 reference

1 reference