15-Acetyl-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

Details

• Internal ID: c1c1f7cc-176a-4602-9029-b8cc66f2e252
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids
• IUPAC Name: 15-acetyl-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
• SMILES (Canonical): CC(=O)C1CCC2C1(CCC3C2CC4C5(C3(C(=O)C=CC5O)C)O4)C
• SMILES (Isomeric): CC(=O)C1CCC2C1(CCC3C2CC4C5(C3(C(=O)C=CC5O)C)O4)C
• InChI: InChI=1S/C21H28O4/c1-11(22)13-4-5-14-12-10-18-21(25-18)17(24)7-6-16(23)20(21,3)15(12)8-9-19(13,14)2/h6-7,12-15,17-18,24H,4-5,8-10H2,1-3H3
• InChI Key: SURXHIGMEGUSHR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	+	0.6676	66.76%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6025	60.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7520	75.20%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5314	53.14%
BSEP inhibitior	-	0.6916	69.16%
P-glycoprotein inhibitior	-	0.6690	66.90%
P-glycoprotein substrate	-	0.7196	71.96%
CYP3A4 substrate	+	0.7503	75.03%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.7748	77.48%
CYP2C9 inhibition	-	0.8452	84.52%
CYP2C19 inhibition	-	0.8478	84.78%
CYP2D6 inhibition	-	0.9602	96.02%
CYP1A2 inhibition	+	0.5073	50.73%
CYP2C8 inhibition	-	0.7492	74.92%
CYP inhibitory promiscuity	-	0.9625	96.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9905	99.05%
Skin irritation	+	0.5529	55.29%
Skin corrosion	-	0.8822	88.22%
Ames mutagenesis	-	0.6360	63.60%
Human Ether-a-go-go-Related Gene inhibition	-	0.4816	48.16%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.8135	81.35%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5190	51.90%
Acute Oral Toxicity (c)	III	0.4049	40.49%
Estrogen receptor binding	+	0.8661	86.61%
Androgen receptor binding	+	0.7651	76.51%
Thyroid receptor binding	+	0.6825	68.25%
Glucocorticoid receptor binding	+	0.8312	83.12%
Aromatase binding	+	0.7112	71.12%
PPAR gamma	-	0.6605	66.05%
Honey bee toxicity	-	0.7998	79.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	92.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.80%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.58%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.95%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.72%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.70%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.53%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.32%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.20%	97.28%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.75%	94.45%
CHEMBL1871	P10275	Androgen Receptor	81.19%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	80.12%	90.17%

Plants that contains it

• Physalis viscosa

Cross-Links

• PubChem: 162927021
• LOTUS: LTS0151128
• wikiData: Q105261346