7-(1,2-Dihydroxyethyl)-2-hydroxy-1-(hydroxymethyl)-1,4b,7-trimethyl-2,5,6,8,8a,9,10,10a-octahydrophenanthren-3-one

Details

• Internal ID: a0204350-cf71-4b08-badc-0faa0719fc97
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 7-(1,2-dihydroxyethyl)-2-hydroxy-1-(hydroxymethyl)-1,4b,7-trimethyl-2,5,6,8,8a,9,10,10a-octahydrophenanthren-3-one
• SMILES (Canonical): CC1(CCC2(C(C1)CCC3C2=CC(=O)C(C3(C)CO)O)C)C(CO)O
• SMILES (Isomeric): CC1(CCC2(C(C1)CCC3C2=CC(=O)C(C3(C)CO)O)C)C(CO)O
• InChI: InChI=1S/C20H32O5/c1-18(16(24)10-21)6-7-19(2)12(9-18)4-5-13-14(19)8-15(23)17(25)20(13,3)11-22/h8,12-13,16-17,21-22,24-25H,4-7,9-11H2,1-3H3
• InChI Key: UZAGBVGAZDIXDM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9630	96.30%
Caco-2	+	0.5622	56.22%
Blood Brain Barrier	+	0.6640	66.40%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7908	79.08%
OATP2B1 inhibitior	-	0.8646	86.46%
OATP1B1 inhibitior	+	0.8554	85.54%
OATP1B3 inhibitior	-	0.2885	28.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6265	62.65%
BSEP inhibitior	+	0.6754	67.54%
P-glycoprotein inhibitior	-	0.8786	87.86%
P-glycoprotein substrate	-	0.6340	63.40%
CYP3A4 substrate	+	0.6353	63.53%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.8970	89.70%
CYP2C9 inhibition	-	0.9091	90.91%
CYP2C19 inhibition	-	0.8634	86.34%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.9108	91.08%
CYP2C8 inhibition	-	0.8118	81.18%
CYP inhibitory promiscuity	-	0.9649	96.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7110	71.10%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9685	96.85%
Skin irritation	-	0.5674	56.74%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6032	60.32%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8877	88.77%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6694	66.94%
Acute Oral Toxicity (c)	III	0.7784	77.84%
Estrogen receptor binding	+	0.8425	84.25%
Androgen receptor binding	+	0.5558	55.58%
Thyroid receptor binding	+	0.6968	69.68%
Glucocorticoid receptor binding	+	0.8862	88.62%
Aromatase binding	+	0.6169	61.69%
PPAR gamma	-	0.5677	56.77%
Honey bee toxicity	-	0.9005	90.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9589	95.89%

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	99.77%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.37%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.27%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.20%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.90%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.60%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.07%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.49%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.79%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	83.10%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.75%	82.69%

Plants that contains it

• Juncus effusus

Cross-Links

• PubChem: 162872568
• LOTUS: LTS0232397
• wikiData: Q105282079