(1S,4aS,10aR)-6-hydroxy-1-(hydroxymethyl)-1,4a-dimethyl-7-propan-2-yl-4,9,10,10a-tetrahydro-3H-phenanthren-2-one

Details

• Internal ID: a80024ef-abaa-495c-9040-2f3fc40ab554
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: (1S,4aS,10aR)-6-hydroxy-1-(hydroxymethyl)-1,4a-dimethyl-7-propan-2-yl-4,9,10,10a-tetrahydro-3H-phenanthren-2-one
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)CCC3C2(CCC(=O)C3(C)CO)C)O
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC(=O)[C@]3(C)CO)C)O
• InChI: InChI=1S/C20H28O3/c1-12(2)14-9-13-5-6-17-19(3,15(13)10-16(14)22)8-7-18(23)20(17,4)11-21/h9-10,12,17,21-22H,5-8,11H2,1-4H3/t17-,19-,20-/m1/s1
• InChI Key: CJNHGLZCCQFRIU-MISYRCLQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.70
• 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	+	0.9964	99.64%
Caco-2	+	0.7546	75.46%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9007	90.07%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.8645	86.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6064	60.64%
BSEP inhibitior	+	0.7335	73.35%
P-glycoprotein inhibitior	-	0.8737	87.37%
P-glycoprotein substrate	-	0.7192	71.92%
CYP3A4 substrate	+	0.6143	61.43%
CYP2C9 substrate	-	0.5614	56.14%
CYP2D6 substrate	-	0.7223	72.23%
CYP3A4 inhibition	-	0.7682	76.82%
CYP2C9 inhibition	-	0.7015	70.15%
CYP2C19 inhibition	-	0.7301	73.01%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	+	0.7937	79.37%
CYP2C8 inhibition	-	0.8170	81.70%
CYP inhibitory promiscuity	-	0.7469	74.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6451	64.51%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8547	85.47%
Skin irritation	-	0.7369	73.69%
Skin corrosion	-	0.9745	97.45%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5625	56.25%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8341	83.41%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7031	70.31%
Acute Oral Toxicity (c)	III	0.7330	73.30%
Estrogen receptor binding	-	0.5150	51.50%
Androgen receptor binding	-	0.5979	59.79%
Thyroid receptor binding	+	0.7154	71.54%
Glucocorticoid receptor binding	+	0.7338	73.38%
Aromatase binding	-	0.5706	57.06%
PPAR gamma	+	0.8008	80.08%
Honey bee toxicity	-	0.8884	88.84%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	99.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.03%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.29%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.22%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	90.27%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.65%	93.99%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.38%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.85%	96.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.66%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.01%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.98%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.89%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.70%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.56%	93.03%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.23%	95.83%
CHEMBL4040	P28482	MAP kinase ERK2	85.05%	83.82%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.94%	91.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.84%	92.62%
CHEMBL4581	P52732	Kinesin-like protein 1	82.78%	93.18%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.46%	80.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.40%	97.25%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.85%	91.03%
CHEMBL340	P08684	Cytochrome P450 3A4	81.56%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.25%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.04%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.86%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.28%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.07%	91.07%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 21672228
• LOTUS: LTS0247689
• wikiData: Q104961439