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

Details

• Internal ID: 2312c633-3e34-4e28-834c-0ac6752e8bca
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: (5R)-5-[(5R,9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxolan-2-one
• InChI: InChI=1S/C26H38O3/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/h6,16,18-20H,7-15H2,1-5H3/t16-,18+,19+,20-,24+,25+,26-/m0/s1
• InChI Key: QQMFCXFZOFUBMP-SPYQWDSDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₃
• Molecular Weight: 398.60 g/mol
• Exact Mass: 398.28209507 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.87
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• 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	+	0.6445	64.45%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7853	78.53%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.8667	86.67%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8168	81.68%
P-glycoprotein inhibitior	-	0.4493	44.93%
P-glycoprotein substrate	-	0.8318	83.18%
CYP3A4 substrate	+	0.6453	64.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	-	0.7037	70.37%
CYP2C9 inhibition	-	0.8803	88.03%
CYP2C19 inhibition	-	0.6413	64.13%
CYP2D6 inhibition	-	0.9541	95.41%
CYP1A2 inhibition	-	0.7634	76.34%
CYP2C8 inhibition	+	0.4534	45.34%
CYP inhibitory promiscuity	-	0.7875	78.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5272	52.72%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9599	95.99%
Skin irritation	-	0.5173	51.73%
Skin corrosion	-	0.9023	90.23%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7017	70.17%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5085	50.85%
skin sensitisation	-	0.6495	64.95%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6567	65.67%
Acute Oral Toxicity (c)	III	0.7185	71.85%
Estrogen receptor binding	+	0.6875	68.75%
Androgen receptor binding	+	0.7422	74.22%
Thyroid receptor binding	+	0.7596	75.96%
Glucocorticoid receptor binding	+	0.8705	87.05%
Aromatase binding	+	0.5789	57.89%
PPAR gamma	+	0.5214	52.14%
Honey bee toxicity	-	0.8074	80.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.31%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.75%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.30%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.16%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.78%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.36%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.73%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	83.26%	94.75%

Plants that contains it

• Goniocheton lenticellatus

Cross-Links

• PubChem: 163019413
• LOTUS: LTS0207000
• wikiData: Q105225925