DECALIN

Details

Stereochemistry	MIXED
Molecular Formula	C10H18
Molecular Weight	138.2499
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1CCC2CCCCC2C1

InChI

InChIKey=NNBZCPXTIHJBJL-UHFFFAOYSA-N

InChI=1S/C10H18/c1-2-6-10-8-4-3-7-9(10)5-1/h9-10H,1-8H2

HIDE SMILES / InChI

Molecular Formula	C10H18
Molecular Weight	138.2499
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Dual behavior of masked o-benzoquinones in intramolecular Diels-Alder reactions. Expedient synthesis of highly functionalized cis-decalins from 2-methoxyphenols.	2005-11-11	16268585
Synthesis of the C7-C15 trans decalin portion of the natural antibiotic tetrodecamycin.	2005-10-13	16209486
Synthetic studies toward the kempane diterpenes. Construction of a key tricyclic intermediate.	2005-10-07	16172697
Evidence for a carbonyl-containing intermediate in the 308-nm photolysis of trans-RhCl(CO)(PMe3)2.	2005-09-19	16156627
Enzymatic cyclizations of squalene analogs with threo- and erythro-diols at the 6,7- or 10,11-positions by recombinant squalene cyclase. Trapping of carbocation intermediates and mechanistic insights into the product and substrate specificities.	2005-09-07	16106294
AFM study of mineral wettability with reservoir oils.	2005-09-01	16009229
A general strategy for stereoselective glycosylations.	2005-08-31	16117550
Enantioselective total synthesis of (-)-candelalide A, a novel blocker of the voltage-gated potassium channel Kv1.3 for an immunosuppressive agent.	2005-08-18	16092865
F2928-1 and -2, new antifungal antibiotics from Cladobotryum sp.	2005-08	16266122
Characterization of Azerbaijani and Croatian brown naphthalane.	2005-08	16158993
1H and 13C NMR chemical shifts and spin-spin coupling constants in trans- and cis-decalins.	2005-08	15915544
The novel gluconeogenesis inhibitor FR225654 that originates from Phoma sp. no. 00144. III. Structure determination.	2005-07	16161488
The novel gluconeogenesis inhibitor FR225654 that originates from Phoma sp. no. 00144. II. Biological activities.	2005-07	16161483
Fungal biodegradation of naphthalene: microcosms studies.	2005-07	15963802
Biological studies of azadirachtin and its derivatives against polyphagous pest, Spodoptera litura.	2005-07	15938200
Design, synthesis, and reactivity of 1-hydrazinodienes for use in organic synthesis.	2005-06-22	15954764
Studies toward the synthesis of azadirachtin, part 2: construction of fully functionalized ABCD ring frameworks and unusual intramolecular reactions induced by close-proximity effects.	2005-05-30	15849805
Studies toward the synthesis of azadirachtin, part 1: total synthesis of a fully functionalized ABC ring framework and coupling with a norbornene domain.	2005-05-30	15846829
The synthesis of water soluble decalin-based thiols and S-nitrosothiols--model systems for studying the reactions of nitric oxide with protein thiols.	2005-05-21	15889178
Synthetic studies toward the construction of the cis-decalin portion of superstolides A and B. Application of a sequential double michael reaction and an anionic oxy-Cope rearrangement.	2005-05-12	15876024
Stereoselective synthesis of the octahydronaphthalene unit of integramycin via an intramolecular Diels-Alder reaction.	2005-03-31	15787505
A stable single piece of unimolecularly pi-stacked porphyrin aggregate in a thixotropic low molecular weight gel: a one-dimensional molecular template for polydiacetylene wiring up to several tens of micrometers in length.	2005-03-30	15783186
Solubility of drugs in aqueous solutions. Part 5. Thermodynamic consistency test for the solubility data.	2005-03-23	15725556
Self-assembly of the perfluoroalkyl-alkane F14H20 in ultrathin films.	2005-03-15	15752020
Conservation of the planar chiral information in the tandem oxy-cope/ene reaction.	2005-02-18	15704974
A novel and efficient synthesis of bicyclo[2.2.2]octenones and sigmatropic shifts in ground and excited states: stereoselective route to cis-decalins and diquinane frameworks.	2005-02-04	15675857
Selective allylic hydroxylation of octahydronaphthalene derivatives with a bridgehead double bond using electrochemical method with iron picolinate complexes.	2005-02	15684530
Activity and stability of catalase in nonionic micellar and reverse micellar systems.	2005-01-26	15666551
Hierarchical self-assembly of a bow-shaped molecule bearing self-complementary hydrogen bonding sites into extended supramolecular assemblies.	2005-01-07	15565726
NTP toxicology and carcinogenesis studies of decalin (CAS No. 91-17-8) in F344/N rats and B6C3F(1) mice and a toxicology study of decalin in male NBR rats (inhalation studies).	2005-01	15891779
Programmed field decay thermal field flow fractionation of polymers: a calibration method.	2004-11-15	15538791
Contact angle measurements with liquids consisting of bulky molecules.	2004-11-15	15464816
Manipulation of fluid objects with acoustic radiation pressure.	2004-11	15644372
Chiral effect on a self-assembling bicopper complex.	2004-11	15455443
Novel approach for the introduction of a C-1 oxygenated group on the decalin skeleton: first asymmetric total synthesis of 1S,6S-dihydroxy-eudesm-3-ene.	2004-10	15290681
New decalin derivatives, eujavanoic acids A and B, from Eupenicillium javanicum.	2004-09	15387665
Insights into the sonochemical decomposition of Fe(CO)5: theoretical and experimental understanding of the role of molar concentration and power density on the reaction yield.	2004-09	15302022
Dual behavior of masked o-benzoquinones in intermolecular Diels-Alder reactions with acyclic dienes: a rapid entry to polyfunctionalized bicyclo[2.2.2]oct-5-en-2-ones and cis-decalins.	2004-08-06	15287783
Highly efficient transfer of chirality from macrocyclic conformation in the tandem oxy-Cope/Claisen/ene reaction.	2004-07-14	15238016
Biological activity and conformational analysis of C20 and C14 epimers of CD-ring modified trans-decalin 1alpha,25-dihydroxyvitamin D analogs.	2004-05	15225748
Total synthesis of (+/-)-kalihinol C.	2004-04-01	15040738
Using sonochemistry for the fabrication of nanomaterials.	2004-04	15030779
Lipase-catalyzed domino dynamic kinetic resolution of racemic 3-vinylcyclohex-2-en-1-ols/intramolecular Diels-Alder reaction: one-pot synthesis of optically active polysubstituted decalins.	2004-03-05	15368419
Surface characterization of poly(4-vinylpyridine) quaternized with tetradecyl bromide: effect of the degree of quaternization.	2004-03-01	14757092
Sublethal effect of naphthalene on lipid peroxidation and antioxidant status in the edible marine crab Scylla serrata.	2004-03	14980458
Development of a microscale cell culture analog to probe naphthalene toxicity.	2004-02-07	14763858
Steroids and steroid analogues from Stille-Heck coupling sequences.	2004-02-06	14767969
ICM0301s, new angiogenesis inhibitors from Aspergillus sp. F-1491. II. Physico-chemical properties and structure elucidation.	2004-02	15112958
Naphthalanotherapy reduces angiogenetic factor in psoriatic lesion.	2004	15072742
Anomalous diffusion and dielectric relaxation in an N-fold cosine potential.	2003-06	16241207

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:43:32 GMT 2025` Edited by `admin` on `Mon Mar 31 21:43:32 GMT 2025`
Record UNII	88451Q4XYF
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

DECAHYDRONAPHTHALENE

Preferred Name

English

DECALIN

Systematic Name

English

NAPHTHALANE

Common Name

English

BICYCLO(4.4.0)DECANE

Systematic Name

English

NSC-406139

Code

English

DECALIN [MI]

Common Name

English

NAPHTHANE

Common Name

English

DECAHYDRONAPHTHALENE [HSDB]

Common Name

English

Decahydronaphthalene [WHO-DD]

Common Name

English

PERHYDRONAPHTHALENE

Systematic Name

English

Code System Code Type Description

HSDB

287