1-[(2S,4aS,4bR,7S,8aR)-7-hydroxy-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl]-2-hydroxyethanone

Details

• Internal ID: 8a8d9ab4-0d8c-45cc-afe0-55c5870697c0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 1-[(2S,4aS,4bR,7S,8aR)-7-hydroxy-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl]-2-hydroxyethanone
• InChI: InChI=1S/C20H32O3/c1-18(2)15-6-5-13-11-19(3,17(23)12-21)9-7-14(13)20(15,4)10-8-16(18)22/h5,14-16,21-22H,6-12H2,1-4H3/t14-,15-,16-,19-,20+/m0/s1
• InChI Key: CSRHEZQOPPNDRK-IEYYFSCXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.7739	77.39%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8697	86.97%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.9275	92.75%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6760	67.60%
BSEP inhibitior	+	0.5817	58.17%
P-glycoprotein inhibitior	-	0.8128	81.28%
P-glycoprotein substrate	-	0.8042	80.42%
CYP3A4 substrate	+	0.6200	62.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7875	78.75%
CYP3A4 inhibition	-	0.7776	77.76%
CYP2C9 inhibition	-	0.8107	81.07%
CYP2C19 inhibition	-	0.8769	87.69%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	-	0.9006	90.06%
CYP2C8 inhibition	-	0.8576	85.76%
CYP inhibitory promiscuity	-	0.8298	82.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6739	67.39%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9415	94.15%
Skin irritation	-	0.5606	56.06%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	-	0.8740	87.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.3984	39.84%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5973	59.73%
skin sensitisation	-	0.7557	75.57%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7632	76.32%
Acute Oral Toxicity (c)	III	0.7582	75.82%
Estrogen receptor binding	+	0.6725	67.25%
Androgen receptor binding	+	0.6024	60.24%
Thyroid receptor binding	+	0.7828	78.28%
Glucocorticoid receptor binding	+	0.8900	89.00%
Aromatase binding	+	0.5792	57.92%
PPAR gamma	+	0.5288	52.88%
Honey bee toxicity	-	0.8402	84.02%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9772	97.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.35%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	92.69%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.72%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.89%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.69%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.70%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.29%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.15%	82.69%
CHEMBL2581	P07339	Cathepsin D	81.66%	98.95%

Plants that contains it

• Agathis australis

Cross-Links

• PubChem: 12305162
• LOTUS: LTS0098171
• wikiData: Q104969510