(1R,4aS,10aR)-1,4a-dimethyl-10-oxo-7-propan-2-yl-3,4,9,10a-tetrahydro-2H-phenanthrene-1-carboxylic acid

Details

• Internal ID: abfa85be-3c8c-419e-b8ad-12f263e53351
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aS,10aR)-1,4a-dimethyl-10-oxo-7-propan-2-yl-3,4,9,10a-tetrahydro-2H-phenanthrene-1-carboxylic acid
• SMILES (Canonical): CC(C)C1=CC2=C(C=C1)C3(CCCC(C3C(=O)C2)(C)C(=O)O)C
• SMILES (Isomeric): CC(C)C1=CC2=C(C=C1)[C@]3(CCC[C@@]([C@@H]3C(=O)C2)(C)C(=O)O)C
• InChI: InChI=1S/C20H26O3/c1-12(2)13-6-7-15-14(10-13)11-16(21)17-19(15,3)8-5-9-20(17,4)18(22)23/h6-7,10,12,17H,5,8-9,11H2,1-4H3,(H,22,23)/t17-,19-,20-/m1/s1
• InChI Key: ISECDNAMJMNAHZ-MISYRCLQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.08
• 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	+	0.9954	99.54%
Caco-2	+	0.7997	79.97%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8984	89.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8833	88.33%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6078	60.78%
P-glycoprotein inhibitior	-	0.8708	87.08%
P-glycoprotein substrate	-	0.6497	64.97%
CYP3A4 substrate	+	0.5235	52.35%
CYP2C9 substrate	-	0.5729	57.29%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.9038	90.38%
CYP2C9 inhibition	-	0.7120	71.20%
CYP2C19 inhibition	-	0.8613	86.13%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.6576	65.76%
CYP2C8 inhibition	-	0.8748	87.48%
CYP inhibitory promiscuity	-	0.9762	97.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.5986	59.86%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.5762	57.62%
Skin corrosion	-	0.9036	90.36%
Ames mutagenesis	-	0.7744	77.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.5472	54.72%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5748	57.48%
skin sensitisation	-	0.7168	71.68%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8086	80.86%
Acute Oral Toxicity (c)	III	0.6887	68.87%
Estrogen receptor binding	-	0.5114	51.14%
Androgen receptor binding	+	0.6051	60.51%
Thyroid receptor binding	+	0.5397	53.97%
Glucocorticoid receptor binding	+	0.6257	62.57%
Aromatase binding	+	0.5930	59.30%
PPAR gamma	+	0.8592	85.92%
Honey bee toxicity	-	0.9336	93.36%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6752	67.52%
Fish aquatic toxicity	+	0.9908	99.08%

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	98.55%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.57%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.15%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.34%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.88%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.48%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.16%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.12%	91.19%

Plants that contains it

• Pinus sylvestris

Cross-Links

• PubChem: 163044773
• LOTUS: LTS0074326
• wikiData: Q105119456