5,6,14-trihydroxy-10,13-dimethyl-6,7,8,9,11,12,15,16-octahydro-4H-cyclopenta[a]phenanthrene-1,17-dione

Details

• Internal ID: fb8126ac-8fec-4316-b836-50dd3deb21f9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Androstane steroids
• IUPAC Name: 5,6,14-trihydroxy-10,13-dimethyl-6,7,8,9,11,12,15,16-octahydro-4H-cyclopenta[a]phenanthrene-1,17-dione
• InChI: InChI=1S/C19H26O5/c1-16-8-5-11-12(18(16,23)9-6-13(16)20)10-15(22)19(24)7-3-4-14(21)17(11,19)2/h3-4,11-12,15,22-24H,5-10H2,1-2H3
• InChI Key: GYJNAHSPSGNXIF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₅
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.17802393 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.14
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	+	0.6320	63.20%
Blood Brain Barrier	+	0.7580	75.80%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8121	81.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9297	92.97%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7358	73.58%
BSEP inhibitior	-	0.5290	52.90%
P-glycoprotein inhibitior	-	0.9234	92.34%
P-glycoprotein substrate	-	0.7254	72.54%
CYP3A4 substrate	+	0.6438	64.38%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8908	89.08%
CYP3A4 inhibition	-	0.7870	78.70%
CYP2C9 inhibition	-	0.9302	93.02%
CYP2C19 inhibition	-	0.8654	86.54%
CYP2D6 inhibition	-	0.9633	96.33%
CYP1A2 inhibition	-	0.7771	77.71%
CYP2C8 inhibition	-	0.7442	74.42%
CYP inhibitory promiscuity	-	0.9852	98.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5740	57.40%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9828	98.28%
Skin irritation	+	0.6425	64.25%
Skin corrosion	-	0.8969	89.69%
Ames mutagenesis	-	0.6853	68.53%
Human Ether-a-go-go-Related Gene inhibition	-	0.6989	69.89%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5890	58.90%
skin sensitisation	-	0.8274	82.74%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.5852	58.52%
Acute Oral Toxicity (c)	III	0.3262	32.62%
Estrogen receptor binding	+	0.8881	88.81%
Androgen receptor binding	+	0.7587	75.87%
Thyroid receptor binding	+	0.7069	70.69%
Glucocorticoid receptor binding	+	0.7681	76.81%
Aromatase binding	+	0.6709	67.09%
PPAR gamma	-	0.6900	69.00%
Honey bee toxicity	-	0.8608	86.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9884	98.84%

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	96.90%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.92%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.39%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.44%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.18%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.22%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.23%	97.09%
CHEMBL1871	P10275	Androgen Receptor	87.81%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	86.87%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	86.43%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	85.62%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.93%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.88%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.39%	93.04%

Plants that contains it

• Physalis cinerascens

Cross-Links

• PubChem: 86084663
• LOTUS: LTS0178723
• wikiData: Q105023841