(4aS,4bR,8aR)-4b,8,8-trimethyl-3,4,4a,5,6,8a,9,10-octahydrophenanthrene-2,7-dione

Details

• Internal ID: 4d00aaae-7e86-41d5-8f29-f257f278607f
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: (4aS,4bR,8aR)-4b,8,8-trimethyl-3,4,4a,5,6,8a,9,10-octahydrophenanthrene-2,7-dione
• SMILES (Canonical): CC1(C2CCC3=CC(=O)CCC3C2(CCC1=O)C)C
• SMILES (Isomeric): C[C@]12CCC(=O)C([C@@H]1CCC3=CC(=O)CC[C@H]23)(C)C
• InChI: InChI=1S/C17H24O2/c1-16(2)14-7-4-11-10-12(18)5-6-13(11)17(14,3)9-8-15(16)19/h10,13-14H,4-9H2,1-3H3/t13-,14-,17+/m0/s1
• InChI Key: VGYAJEXWVMZZIR-GRDNDAEWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₂
• Molecular Weight: 260.40 g/mol
• Exact Mass: 260.177630004 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

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	+	0.8580	85.80%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7560	75.60%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.6559	65.59%
P-glycoprotein inhibitior	-	0.7795	77.95%
P-glycoprotein substrate	-	0.8756	87.56%
CYP3A4 substrate	+	0.5345	53.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.8290	82.90%
CYP2C9 inhibition	-	0.8347	83.47%
CYP2C19 inhibition	-	0.5481	54.81%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.8969	89.69%
CYP2C8 inhibition	-	0.9187	91.87%
CYP inhibitory promiscuity	-	0.8207	82.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5107	51.07%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8807	88.07%
Skin irritation	+	0.5292	52.92%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3847	38.47%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6093	60.93%
skin sensitisation	+	0.7636	76.36%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5356	53.56%
Acute Oral Toxicity (c)	III	0.7793	77.93%
Estrogen receptor binding	+	0.5889	58.89%
Androgen receptor binding	+	0.6334	63.34%
Thyroid receptor binding	+	0.5512	55.12%
Glucocorticoid receptor binding	+	0.6607	66.07%
Aromatase binding	-	0.7852	78.52%
PPAR gamma	-	0.4885	48.85%
Honey bee toxicity	-	0.8450	84.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.77%	85.30%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.79%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.40%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.17%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.00%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.46%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.66%	82.69%
CHEMBL1871	P10275	Androgen Receptor	83.51%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.13%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.96%	99.23%

Plants that contains it

• Juniperus sabina

Cross-Links

• PubChem: 56925411
• LOTUS: LTS0261472
• wikiData: Q105286212