Tadeonal

Details

• Internal ID: 3b4c9851-1bbf-41f6-8324-117cf346f005
• Taxonomy: Organic oxygen compounds > Organic oxides
• IUPAC Name: (1R,4aS,8aS)-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CC=C(C2C=O)C=O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CC=C([C@@H]2C=O)C=O)(C)C
• InChI: InChI=1S/C15H22O2/c1-14(2)7-4-8-15(3)12(10-17)11(9-16)5-6-13(14)15/h5,9-10,12-13H,4,6-8H2,1-3H3/t12-,13-,15+/m0/s1
• InChI Key: AZJUJOFIHHNCSV-KCQAQPDRSA-N
• Popularity: 94 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• Tadeonal
• Poligodial
• Drim-7-ene-11,12-dial
• (-)-Tadeonal
• Tadeodal
• (1R,4aS,8aS)-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde
• UNII-5FAF7T66M7
• UNII-A00RAV0W57
• (1r,4as,8as)-5,5,8a-trimethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-1,2-dicarbaldehyde
• 5FAF7T66M7
• A00RAV0W57
• CHEBI:8305
• CHEMBL254550
• 33118-34-2
• 1,4,4a,5,6,7,8,8a-Octahydro-5,5,8a-trimethyl-1,2-naphthalenedicarboxaldehyde
• NSC372407
• (1R,4aS,8aS)-1,4,4a,5,6,7,8,8a-Octahydro-5,5,8a-trimethyl-1,2-naphthalenedicarboxaldehyde
• CCRIS 1712
• Poligodial;Tadeonal
• C15H22O2
• 1,2-Naphthalenedicarboxaldehyde, 1,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethyl-, (1R,4aS,8aS)-
• 1,2-Naphthalenedicarboxaldehyde, 1,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethyl-, (1R-(1alpha,4abeta,8aalpha))-
• 1,2-Naphthalenedicarboxaldehyde, 1,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethyl-, (2R,4aS,8aS)-
• 1,2-Naphthalenedicarboxaldehyde, 1alpha,4,4aalpha,5,6,7,8,8a-octahydro-5,5,8abata-trimethyl-
• 1,2-Naphthalenedicarboxaldehyde,1,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethyl-, (1R,4aS,8aS)-
• QUIRAL TADEODAL
• SCHEMBL258239
• GTPL10293
• AZJUJOFIHHNCSV-KCQAQPDRSA-N
• DTXSID901027214
• BDBM50318479
• AKOS024457471
• NSC-372407
• NCI60_003460
• HY-108450
• LS-176601
• CS-0028712
• C09712
• Q3395581
• (1R,8aS)-5,5,8a-Trimethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-1,2-dicarbaldehyde
• 1,2-NAPHTHALENEDICARBOXALDEHYDE, 1,4,4A,5,6,7,8,8A-OCTAHYDRO-5,5,8A-TRIMETHYL-, (1R,4AS,8AS)-REL-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8303	83.03%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5082	50.82%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8226	82.26%
OATP1B3 inhibitior	+	0.8314	83.14%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8879	88.79%
P-glycoprotein inhibitior	-	0.9299	92.99%
P-glycoprotein substrate	-	0.9206	92.06%
CYP3A4 substrate	+	0.5243	52.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.8484	84.84%
CYP2C9 inhibition	-	0.7153	71.53%
CYP2C19 inhibition	+	0.5522	55.22%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.8494	84.94%
CYP2C8 inhibition	-	0.8286	82.86%
CYP inhibitory promiscuity	-	0.6175	61.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5761	57.61%
Eye corrosion	-	0.9775	97.75%
Eye irritation	-	0.9279	92.79%
Skin irritation	-	0.6040	60.40%
Skin corrosion	-	0.9700	97.00%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6170	61.70%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	+	0.8445	84.45%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6262	62.62%
Acute Oral Toxicity (c)	III	0.7284	72.84%
Estrogen receptor binding	+	0.5298	52.98%
Androgen receptor binding	-	0.5535	55.35%
Thyroid receptor binding	-	0.5633	56.33%
Glucocorticoid receptor binding	-	0.7829	78.29%
Aromatase binding	-	0.7047	70.47%
PPAR gamma	-	0.6217	62.17%
Honey bee toxicity	-	0.8970	89.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	59 nM; 59 nM	EC50; EC50	PMID: 20356305; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.43%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.05%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.44%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	80.24%	94.75%

Plants that contains it

• Blechnum fluviatile
• Cinnamodendron corticosum
• Cinnamosma madagascariensis
• Drimys brasiliensis
• Drimys winteri
• Helenium arizonicum
• Pellia endiviifolia
• Persicaria hydropiper
• Persicaria punctata
• Pleodendron costaricense
• Porella canariensis
• Porella vernicosa
• Pseudowintera colorata
• Tacca plantaginea
• Tasmannia lanceolata
• Triticum aestivum
• Warburgia salutaris
• Warburgia stuhlmannii
• Warburgia ugandensis
• Zanthoxylum armatum
• Zygogynum pancheri

Cross-Links

• PubChem: 72503
• NPASS: NPC4370
• ChEMBL: CHEMBL254550
• LOTUS: LTS0105521
• wikiData: Q3395581