Secoabietane dialdehyde

Details

• Internal ID: 77f63a0a-ddc3-4b89-aaba-2d84ff025bb5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Cyclohexylphenols
• IUPAC Name: 2-[(1S,2S)-2-formyl-1,3,3-trimethylcyclohexyl]-4-hydroxy-5-propan-2-ylbenzaldehyde
• SMILES (Canonical): CC(C)C1=C(C=C(C(=C1)C=O)C2(CCCC(C2C=O)(C)C)C)O
• SMILES (Isomeric): CC(C)C1=C(C=C(C(=C1)C=O)[C@]2(CCCC([C@@H]2C=O)(C)C)C)O
• InChI: InChI=1S/C20H28O3/c1-13(2)15-9-14(11-21)16(10-17(15)23)20(5)8-6-7-19(3,4)18(20)12-22/h9-13,18,23H,6-8H2,1-5H3/t18-,20+/m0/s1
• InChI Key: WFKAJHXRTWDPAT-AZUAARDMSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.61
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL226185
• SCHEMBL17388698
• 12-hydroxy-6,7-secoabieta-8,11,13-trien-6,7-dial

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8189	81.89%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9480	94.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8152	81.52%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5368	53.68%
P-glycoprotein inhibitior	-	0.8323	83.23%
P-glycoprotein substrate	-	0.7829	78.29%
CYP3A4 substrate	+	0.5650	56.50%
CYP2C9 substrate	+	0.6091	60.91%
CYP2D6 substrate	-	0.7794	77.94%
CYP3A4 inhibition	-	0.8403	84.03%
CYP2C9 inhibition	+	0.5972	59.72%
CYP2C19 inhibition	-	0.7697	76.97%
CYP2D6 inhibition	-	0.9093	90.93%
CYP1A2 inhibition	-	0.5311	53.11%
CYP2C8 inhibition	-	0.7484	74.84%
CYP inhibitory promiscuity	-	0.8739	87.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7145	71.45%
Carcinogenicity (trinary)	Non-required	0.6273	62.73%
Eye corrosion	-	0.9720	97.20%
Eye irritation	-	0.8871	88.71%
Skin irritation	-	0.6595	65.95%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5116	51.16%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5142	51.42%
skin sensitisation	-	0.7654	76.54%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.8353	83.53%
Acute Oral Toxicity (c)	III	0.7569	75.69%
Estrogen receptor binding	+	0.7011	70.11%
Androgen receptor binding	-	0.7078	70.78%
Thyroid receptor binding	+	0.7870	78.70%
Glucocorticoid receptor binding	+	0.7632	76.32%
Aromatase binding	+	0.7492	74.92%
PPAR gamma	+	0.8783	87.83%
Honey bee toxicity	-	0.8935	89.35%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6337	63.37%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.10%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.44%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.59%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.64%	98.11%
CHEMBL2581	P07339	Cathepsin D	91.86%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.53%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.20%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.17%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.02%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.30%	93.40%
CHEMBL233	P35372	Mu opioid receptor	85.18%	97.93%
CHEMBL4208	P20618	Proteasome component C5	84.74%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.44%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.05%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.99%	94.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.04%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.49%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.28%	95.89%

Plants that contains it

• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• Chamaecyparis obtusa
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glaucium oxylobum
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus chinensis
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Premna serratifolia
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Salvinia molesta
• Sonneratia caseolaris
• Stephania zippeliana
• Taiwania cryptomerioides
• Veronica polita

Cross-Links

• PubChem: 15404650
• NPASS: NPC3009
• LOTUS: LTS0062921
• wikiData: Q105303976