1-[(2S,4aR,8S,8aS)-8-(hydroxymethyl)-2,4b,8-trimethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl]-2-hydroxyethanone

Details

• Internal ID: 33caf91c-fe1c-43d7-8dbb-9339c198a1be
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 1-[(2S,4aR,8S,8aS)-8-(hydroxymethyl)-2,4b,8-trimethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl]-2-hydroxyethanone
• SMILES (Canonical): CC1(CCC2C(=C1)CCC3C2(CCCC3(C)CO)C)C(=O)CO
• SMILES (Isomeric): C[C@@]1(CC[C@@H]2C(=C1)CC[C@H]3C2(CCC[C@]3(C)CO)C)C(=O)CO
• InChI: InChI=1S/C20H32O3/c1-18(17(23)12-21)10-7-15-14(11-18)5-6-16-19(2,13-22)8-4-9-20(15,16)3/h11,15-16,21-22H,4-10,12-13H2,1-3H3/t15-,16-,18+,19-,20?/m1/s1
• InChI Key: UZMHSOXTTHVKPU-UELVWTOYSA-N
• Popularity: 0 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: 3.40
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.7665	76.65%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7255	72.55%
OATP2B1 inhibitior	-	0.8661	86.61%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5700	57.00%
BSEP inhibitior	+	0.8340	83.40%
P-glycoprotein inhibitior	-	0.8487	84.87%
P-glycoprotein substrate	-	0.8240	82.40%
CYP3A4 substrate	+	0.5948	59.48%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.8021	80.21%
CYP3A4 inhibition	-	0.7412	74.12%
CYP2C9 inhibition	-	0.6978	69.78%
CYP2C19 inhibition	-	0.7584	75.84%
CYP2D6 inhibition	-	0.9045	90.45%
CYP1A2 inhibition	-	0.8483	84.83%
CYP2C8 inhibition	-	0.5778	57.78%
CYP inhibitory promiscuity	-	0.7563	75.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6352	63.52%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.8052	80.52%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	-	0.8270	82.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5265	52.65%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.7420	74.20%
skin sensitisation	-	0.7072	70.72%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7344	73.44%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	+	0.7268	72.68%
Androgen receptor binding	+	0.6668	66.68%
Thyroid receptor binding	+	0.7159	71.59%
Glucocorticoid receptor binding	+	0.8972	89.72%
Aromatase binding	+	0.6867	68.67%
PPAR gamma	-	0.5899	58.99%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9606	96.06%

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	95.14%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.35%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.60%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.52%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.80%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.45%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	82.15%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.49%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.92%	100.00%

Plants that contains it

• Aquilaria sinensis

Cross-Links

• PubChem: 5316823
• NPASS: NPC242491