8-ethyl-4a-(hydroxymethyl)-1,1,7-trimethyl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one

Details

• Internal ID: f872178a-853b-4c59-8868-63d4bff8de64
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 8-ethyl-4a-(hydroxymethyl)-1,1,7-trimethyl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
• SMILES (Canonical): CCC1=C(C=CC2=C1C(=O)CC3C2(CCCC3(C)C)CO)C
• SMILES (Isomeric): CCC1=C(C=CC2=C1C(=O)CC3C2(CCCC3(C)C)CO)C
• InChI: InChI=1S/C20H28O2/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/h7-8,17,21H,5-6,9-12H2,1-4H3
• InChI Key: LTMSQDYUIGDXRE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• 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	+	0.8863	88.63%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8333	83.33%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8407	84.07%
OATP1B3 inhibitior	+	0.8862	88.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5186	51.86%
BSEP inhibitior	+	0.6012	60.12%
P-glycoprotein inhibitior	-	0.7550	75.50%
P-glycoprotein substrate	-	0.8234	82.34%
CYP3A4 substrate	+	0.5570	55.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8253	82.53%
CYP3A4 inhibition	-	0.5620	56.20%
CYP2C9 inhibition	-	0.5312	53.12%
CYP2C19 inhibition	-	0.6075	60.75%
CYP2D6 inhibition	-	0.9071	90.71%
CYP1A2 inhibition	+	0.7433	74.33%
CYP2C8 inhibition	-	0.6243	62.43%
CYP inhibitory promiscuity	-	0.7150	71.50%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6756	67.56%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8287	82.87%
Skin irritation	-	0.8008	80.08%
Skin corrosion	-	0.9777	97.77%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4017	40.17%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7541	75.41%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8215	82.15%
Acute Oral Toxicity (c)	III	0.7091	70.91%
Estrogen receptor binding	+	0.6682	66.82%
Androgen receptor binding	+	0.6879	68.79%
Thyroid receptor binding	+	0.7250	72.50%
Glucocorticoid receptor binding	+	0.6681	66.81%
Aromatase binding	+	0.5696	56.96%
PPAR gamma	+	0.8044	80.44%
Honey bee toxicity	-	0.9073	90.73%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	95.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.96%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.60%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.75%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.23%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.09%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	85.42%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.55%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.07%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.79%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.99%	97.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.79%	93.99%

Plants that contains it

• Vellozia declinans

Cross-Links

• PubChem: 163098901
• LOTUS: LTS0219975
• wikiData: Q105157034