2-[(4aR,4bS,8aS)-4b,8,8-trimethyl-3,4,4a,5,6,7,8a,9-octahydrophenanthren-2-yl]propan-2-yl acetate

Details

• Internal ID: 08ec2ccb-50d6-4ee3-8d3e-dbf43e594c14
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(4aR,4bS,8aS)-4b,8,8-trimethyl-3,4,4a,5,6,7,8a,9-octahydrophenanthren-2-yl]propan-2-yl acetate
• InChI: InChI=1S/C22H34O2/c1-15(23)24-21(4,5)17-9-10-18-16(14-17)8-11-19-20(2,3)12-7-13-22(18,19)6/h8,14,18-19H,7,9-13H2,1-6H3/t18-,19-,22+/m0/s1
• InChI Key: JDYQUVYFBYLQIM-CNNODRBYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₂
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.255880323 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.83
• 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	+	0.7061	70.61%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4770	47.70%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.7848	78.48%
OATP1B3 inhibitior	+	0.8559	85.59%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7349	73.49%
P-glycoprotein inhibitior	-	0.6239	62.39%
P-glycoprotein substrate	-	0.7889	78.89%
CYP3A4 substrate	+	0.6709	67.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.8990	89.90%
CYP2C9 inhibition	+	0.5758	57.58%
CYP2C19 inhibition	+	0.8375	83.75%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	-	0.8288	82.88%
CYP2C8 inhibition	+	0.5061	50.61%
CYP inhibitory promiscuity	-	0.6453	64.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5013	50.13%
Eye corrosion	-	0.9731	97.31%
Eye irritation	-	0.8547	85.47%
Skin irritation	-	0.7255	72.55%
Skin corrosion	-	0.9920	99.20%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7714	77.14%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5656	56.56%
skin sensitisation	+	0.7340	73.40%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5788	57.88%
Acute Oral Toxicity (c)	III	0.8611	86.11%
Estrogen receptor binding	+	0.6643	66.43%
Androgen receptor binding	+	0.6277	62.77%
Thyroid receptor binding	+	0.6809	68.09%
Glucocorticoid receptor binding	+	0.7708	77.08%
Aromatase binding	+	0.5933	59.33%
PPAR gamma	+	0.5331	53.31%
Honey bee toxicity	-	0.7976	79.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.31%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.89%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.74%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.96%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.37%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.31%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.63%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.91%	97.09%
CHEMBL5028	O14672	ADAM10	83.46%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.98%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.17%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.15%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.09%	100.00%

Plants that contains it

• Abies pinsapo

Cross-Links

• PubChem: 162881301
• LOTUS: LTS0246703
• wikiData: Q105125870