(5R)-5-[(3R,5R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]oxolan-2-one

Details

• Internal ID: af675f84-5927-43d0-8438-6d0f23a22ec4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: (5R)-5-[(3R,5R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]oxolan-2-one
• InChI: InChI=1S/C26H40O3/c1-23(2)20-8-6-17-16(24(20,3)13-12-21(23)27)10-14-26(5)18(11-15-25(17,26)4)19-7-9-22(28)29-19/h6,16,18-21,27H,7-15H2,1-5H3/t16-,18+,19+,20-,21+,24+,25-,26+/m0/s1
• InChI Key: SGQMUBHNHIZPSY-MQNZWETNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₃
• Molecular Weight: 400.60 g/mol
• Exact Mass: 400.29774513 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.66
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.6634	66.34%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8270	82.70%
OATP2B1 inhibitior	-	0.7228	72.28%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7438	74.38%
P-glycoprotein inhibitior	-	0.7189	71.89%
P-glycoprotein substrate	-	0.8754	87.54%
CYP3A4 substrate	+	0.6878	68.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.6571	65.71%
CYP2C9 inhibition	-	0.8566	85.66%
CYP2C19 inhibition	-	0.7053	70.53%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.8179	81.79%
CYP2C8 inhibition	-	0.6603	66.03%
CYP inhibitory promiscuity	-	0.8232	82.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5248	52.48%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9654	96.54%
Skin irritation	+	0.5543	55.43%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7205	72.05%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7095	70.95%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5858	58.58%
Acute Oral Toxicity (c)	III	0.5673	56.73%
Estrogen receptor binding	+	0.6710	67.10%
Androgen receptor binding	+	0.7279	72.79%
Thyroid receptor binding	+	0.7095	70.95%
Glucocorticoid receptor binding	+	0.8468	84.68%
Aromatase binding	+	0.5904	59.04%
PPAR gamma	-	0.4924	49.24%
Honey bee toxicity	-	0.8176	81.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	93.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.83%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.31%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.81%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.74%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.81%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.45%	97.25%
CHEMBL1871	P10275	Androgen Receptor	84.11%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.06%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.81%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.50%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	81.03%	90.17%

Plants that contains it

• Goniocheton lenticellatus

Cross-Links

• PubChem: 162968070
• LOTUS: LTS0035085
• wikiData: Q105252505