17-Acetyl-1,2,3-trihydroxy-10,13-dimethyl-1,2,3,6,9,11,14,15-octahydrocyclopenta[a]phenanthren-12-one

Details

• Internal ID: da2e415f-b89e-4271-89cb-19684bd0b209
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
• IUPAC Name: 17-acetyl-1,2,3-trihydroxy-10,13-dimethyl-1,2,3,6,9,11,14,15-octahydrocyclopenta[a]phenanthren-12-one
• SMILES (Canonical): CC(=O)C1=CCC2C1(C(=O)CC3C2=CCC4=CC(C(C(C34C)O)O)O)C
• SMILES (Isomeric): CC(=O)C1=CCC2C1(C(=O)CC3C2=CCC4=CC(C(C(C34C)O)O)O)C
• InChI: InChI=1S/C21H26O5/c1-10(22)13-6-7-14-12-5-4-11-8-16(23)18(25)19(26)20(11,2)15(12)9-17(24)21(13,14)3/h5-6,8,14-16,18-19,23,25-26H,4,7,9H2,1-3H3
• InChI Key: DLJITFFQRIHLKS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.17802393 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9755	97.55%
Caco-2	-	0.5927	59.27%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7217	72.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9555	95.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6973	69.73%
P-glycoprotein inhibitior	-	0.8728	87.28%
P-glycoprotein substrate	-	0.6506	65.06%
CYP3A4 substrate	+	0.6161	61.61%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.8648	86.48%
CYP2C9 inhibition	-	0.8757	87.57%
CYP2C19 inhibition	-	0.8999	89.99%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.7461	74.61%
CYP2C8 inhibition	-	0.8172	81.72%
CYP inhibitory promiscuity	-	0.8651	86.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5434	54.34%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9880	98.80%
Skin irritation	+	0.5628	56.28%
Skin corrosion	-	0.9141	91.41%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7080	70.80%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5676	56.76%
skin sensitisation	-	0.7293	72.93%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7841	78.41%
Acute Oral Toxicity (c)	III	0.3254	32.54%
Estrogen receptor binding	+	0.6556	65.56%
Androgen receptor binding	+	0.5237	52.37%
Thyroid receptor binding	-	0.4891	48.91%
Glucocorticoid receptor binding	+	0.8722	87.22%
Aromatase binding	+	0.6423	64.23%
PPAR gamma	-	0.6395	63.95%
Honey bee toxicity	-	0.7910	79.10%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9773	97.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.49%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	90.52%	83.82%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.96%	85.30%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.73%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.84%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.73%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.63%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.27%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.30%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72772106
• LOTUS: LTS0176175
• wikiData: Q103818495