(4aR,10aS)-8-ethyl-1,1,7-trimethyl-9-oxo-3,4,10,10a-tetrahydro-2H-phenanthrene-4a-carbaldehyde

Details

• Internal ID: 73c23334-98c2-43d0-a533-2182338efcc7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aR,10aS)-8-ethyl-1,1,7-trimethyl-9-oxo-3,4,10,10a-tetrahydro-2H-phenanthrene-4a-carbaldehyde
• SMILES (Canonical): CCC1=C(C=CC2=C1C(=O)CC3C2(CCCC3(C)C)C=O)C
• SMILES (Isomeric): CCC1=C(C=CC2=C1C(=O)C[C@@H]3[C@@]2(CCCC3(C)C)C=O)C
• InChI: InChI=1S/C20H26O2/c1-5-14-13(2)7-8-15-18(14)16(22)11-17-19(3,4)9-6-10-20(15,17)12-21/h7-8,12,17H,5-6,9-11H2,1-4H3/t17-,20-/m0/s1
• InChI Key: OOEFISDBYARJRP-PXNSSMCTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₂
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.193280068 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.41
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8445	84.45%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7764	77.64%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8459	84.59%
OATP1B3 inhibitior	+	0.9768	97.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5919	59.19%
P-glycoprotein inhibitior	-	0.6615	66.15%
P-glycoprotein substrate	-	0.7378	73.78%
CYP3A4 substrate	+	0.5681	56.81%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8094	80.94%
CYP3A4 inhibition	-	0.7909	79.09%
CYP2C9 inhibition	-	0.6255	62.55%
CYP2C19 inhibition	-	0.6470	64.70%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.6332	63.32%
CYP2C8 inhibition	-	0.6055	60.55%
CYP inhibitory promiscuity	-	0.7332	73.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6753	67.53%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.9070	90.70%
Skin irritation	-	0.7366	73.66%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5143	51.43%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6464	64.64%
skin sensitisation	-	0.5622	56.22%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5725	57.25%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7392	73.92%
Acute Oral Toxicity (c)	III	0.6457	64.57%
Estrogen receptor binding	+	0.5695	56.95%
Androgen receptor binding	+	0.6458	64.58%
Thyroid receptor binding	+	0.6889	68.89%
Glucocorticoid receptor binding	+	0.6794	67.94%
Aromatase binding	+	0.5188	51.88%
PPAR gamma	+	0.7529	75.29%
Honey bee toxicity	-	0.8701	87.01%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	95.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.64%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.27%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.41%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.02%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.34%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	84.64%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.58%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.69%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.48%	82.38%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.57%	93.99%
CHEMBL3524	P56524	Histone deacetylase 4	80.54%	92.97%

Plants that contains it

• Vellozia declinans

Cross-Links

• PubChem: 101637190
• LOTUS: LTS0164370
• wikiData: Q105195317