4,4,10,14,17-Pentamethyl-17-(4-oxopentan-2-yl)-1,2,5,6,9,11,15,16-octahydrocyclopenta[a]phenanthren-3-one

Details

• Internal ID: 5c705c74-06f6-47d6-a3df-83006375e493
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 4,4,10,14,17-pentamethyl-17-(4-oxopentan-2-yl)-1,2,5,6,9,11,15,16-octahydrocyclopenta[a]phenanthren-3-one
• SMILES (Canonical): CC(CC(=O)C)C1(CCC2(C1=CCC3C2=CCC4C3(CCC(=O)C4(C)C)C)C)C
• SMILES (Isomeric): CC(CC(=O)C)C1(CCC2(C1=CCC3C2=CCC4C3(CCC(=O)C4(C)C)C)C)C
• InChI: InChI=1S/C27H40O2/c1-17(16-18(2)28)25(5)14-15-27(7)20-8-10-21-24(3,4)23(29)12-13-26(21,6)19(20)9-11-22(25)27/h8,11,17,19,21H,9-10,12-16H2,1-7H3
• InChI Key: UTYFQBQWPASCRK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₂
• Molecular Weight: 396.60 g/mol
• Exact Mass: 396.302830514 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 6.70
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

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	+	0.5393	53.93%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7238	72.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8967	89.67%
OATP1B3 inhibitior	+	0.9206	92.06%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.9091	90.91%
P-glycoprotein inhibitior	+	0.6181	61.81%
P-glycoprotein substrate	-	0.6056	60.56%
CYP3A4 substrate	+	0.6099	60.99%
CYP2C9 substrate	-	0.8039	80.39%
CYP2D6 substrate	-	0.7758	77.58%
CYP3A4 inhibition	-	0.8736	87.36%
CYP2C9 inhibition	-	0.8794	87.94%
CYP2C19 inhibition	-	0.6316	63.16%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	-	0.9225	92.25%
CYP2C8 inhibition	-	0.7759	77.59%
CYP inhibitory promiscuity	-	0.6432	64.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5332	53.32%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9058	90.58%
Skin irritation	+	0.5431	54.31%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4339	43.39%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	+	0.7194	71.94%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7940	79.40%
Acute Oral Toxicity (c)	III	0.8130	81.30%
Estrogen receptor binding	+	0.6054	60.54%
Androgen receptor binding	+	0.6468	64.68%
Thyroid receptor binding	+	0.7460	74.60%
Glucocorticoid receptor binding	+	0.7667	76.67%
Aromatase binding	+	0.5745	57.45%
PPAR gamma	+	0.7486	74.86%
Honey bee toxicity	-	0.8721	87.21%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.84%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.04%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.10%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.47%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.22%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.19%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.04%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.95%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.47%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.15%	92.62%

Plants that contains it

• Abies sibirica

Cross-Links

• PubChem: 74024261
• LOTUS: LTS0191192
• wikiData: Q105279182