1,4a-dimethyl-6-oxo-7-propan-2-yl-3,4,4b,5,10,10a-hexahydro-2H-phenanthrene-1-carboxylic acid

Details

• Internal ID: d39acc6e-2f81-47fd-99fd-5ef7997c6b9e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1,4a-dimethyl-6-oxo-7-propan-2-yl-3,4,4b,5,10,10a-hexahydro-2H-phenanthrene-1-carboxylic acid
• InChI: InChI=1S/C20H28O3/c1-12(2)14-10-13-6-7-17-19(3,15(13)11-16(14)21)8-5-9-20(17,4)18(22)23/h6,10,12,15,17H,5,7-9,11H2,1-4H3,(H,22,23)
• InChI Key: MRGKHDWUXCFJLK-UHFFFAOYSA-N
• Popularity: 0 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: 3.90
• Atomic LogP (AlogP): 4.39
• 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	+	0.9961	99.61%
Caco-2	+	0.7367	73.67%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9052	90.52%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	-	0.3260	32.60%
OATP1B3 inhibitior	+	0.8126	81.26%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.6682	66.82%
P-glycoprotein inhibitior	-	0.8797	87.97%
P-glycoprotein substrate	-	0.7831	78.31%
CYP3A4 substrate	+	0.5741	57.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9018	90.18%
CYP3A4 inhibition	-	0.8315	83.15%
CYP2C9 inhibition	-	0.8584	85.84%
CYP2C19 inhibition	-	0.8273	82.73%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.8772	87.72%
CYP2C8 inhibition	-	0.8762	87.62%
CYP inhibitory promiscuity	-	0.9345	93.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5882	58.82%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.8046	80.46%
Skin irritation	+	0.6222	62.22%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3885	38.85%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5041	50.41%
skin sensitisation	+	0.5846	58.46%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5750	57.50%
Acute Oral Toxicity (c)	III	0.7802	78.02%
Estrogen receptor binding	-	0.5227	52.27%
Androgen receptor binding	-	0.5555	55.55%
Thyroid receptor binding	+	0.6784	67.84%
Glucocorticoid receptor binding	+	0.6527	65.27%
Aromatase binding	-	0.6451	64.51%
PPAR gamma	+	0.8243	82.43%
Honey bee toxicity	-	0.8961	89.61%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.24%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.09%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.14%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.54%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.83%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	87.27%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.04%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.82%	93.04%
CHEMBL4040	P28482	MAP kinase ERK2	84.81%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	82.28%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.91%	97.09%

Plants that contains it

• Pinus sylvestris

Cross-Links

• PubChem: 13370043
• LOTUS: LTS0251392
• wikiData: Q105170552