1-(2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl)-2-hydroxyethanone

Details

• Internal ID: 29ab3f5c-3351-4dcd-9793-d7647c9ac5e2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 1-(2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl)-2-hydroxyethanone
• SMILES (Canonical): CC1(CCCC2(C1CCC3=CC(CCC32)(C)C(=O)CO)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC3=CC(CCC32)(C)C(=O)CO)C)C
• InChI: InChI=1S/C20H32O2/c1-18(2)9-5-10-20(4)15-8-11-19(3,17(22)13-21)12-14(15)6-7-16(18)20/h12,15-16,21H,5-11,13H2,1-4H3
• InChI Key: AAZCYGRPIATBDB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.52
• 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	+	0.9947	99.47%
Caco-2	+	0.7778	77.78%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6104	61.04%
OATP2B1 inhibitior	-	0.8643	86.43%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.8856	88.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5936	59.36%
BSEP inhibitior	+	0.7735	77.35%
P-glycoprotein inhibitior	-	0.6514	65.14%
P-glycoprotein substrate	-	0.8863	88.63%
CYP3A4 substrate	+	0.5829	58.29%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.8021	80.21%
CYP3A4 inhibition	-	0.8867	88.67%
CYP2C9 inhibition	-	0.6217	62.17%
CYP2C19 inhibition	-	0.6030	60.30%
CYP2D6 inhibition	-	0.9023	90.23%
CYP1A2 inhibition	-	0.8070	80.70%
CYP2C8 inhibition	-	0.6018	60.18%
CYP inhibitory promiscuity	-	0.7024	70.24%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6506	65.06%
Eye corrosion	-	0.9759	97.59%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.6662	66.62%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4366	43.66%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7199	71.99%
skin sensitisation	+	0.5361	53.61%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6213	62.13%
Acute Oral Toxicity (c)	III	0.7522	75.22%
Estrogen receptor binding	+	0.7556	75.56%
Androgen receptor binding	+	0.6251	62.51%
Thyroid receptor binding	+	0.7713	77.13%
Glucocorticoid receptor binding	+	0.8791	87.91%
Aromatase binding	+	0.6155	61.55%
PPAR gamma	+	0.5954	59.54%
Honey bee toxicity	-	0.8812	88.12%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9562	95.62%

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	96.06%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.59%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.44%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.07%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.08%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.46%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.37%	91.07%
CHEMBL5028	O14672	ADAM10	80.86%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.56%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.03%	100.00%

Plants that contains it

• Ceriops tagal

Cross-Links

• PubChem: 162989007
• LOTUS: LTS0184339
• wikiData: Q104908467