(4S,5S)-4-[(3R,5R,9R,10R,13S,14S,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]-5-methoxyoxolan-2-one

Details

• Internal ID: a6c37184-8c3e-4039-81ac-9a27ac4aaf44
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: (4S,5S)-4-[(3R,5R,9R,10R,13S,14S,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]-5-methoxyoxolan-2-one
• InChI: InChI=1S/C27H42O4/c1-24(2)20-8-7-19-18(25(20,3)12-11-21(24)28)10-14-26(4)17(9-13-27(19,26)5)16-15-22(29)31-23(16)30-6/h7,16-18,20-21,23,28H,8-15H2,1-6H3/t16-,17-,18-,20-,21+,23-,25+,26-,27+/m0/s1
• InChI Key: VOBIKGODEKOKDU-XUHYXJNVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₄
• Molecular Weight: 430.60 g/mol
• Exact Mass: 430.30830982 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.49
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6009	60.09%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8050	80.50%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.8935	89.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	+	0.6212	62.12%
P-glycoprotein inhibitior	-	0.5800	58.00%
P-glycoprotein substrate	-	0.8243	82.43%
CYP3A4 substrate	+	0.7223	72.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8524	85.24%
CYP3A4 inhibition	-	0.6374	63.74%
CYP2C9 inhibition	-	0.6549	65.49%
CYP2C19 inhibition	-	0.7124	71.24%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.6850	68.50%
CYP2C8 inhibition	+	0.4877	48.77%
CYP inhibitory promiscuity	-	0.8302	83.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5329	53.29%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.5310	53.10%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4428	44.28%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5709	57.09%
skin sensitisation	-	0.8222	82.22%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5817	58.17%
Acute Oral Toxicity (c)	I	0.5354	53.54%
Estrogen receptor binding	+	0.7461	74.61%
Androgen receptor binding	+	0.7427	74.27%
Thyroid receptor binding	+	0.6631	66.31%
Glucocorticoid receptor binding	+	0.8141	81.41%
Aromatase binding	+	0.6700	67.00%
PPAR gamma	+	0.6331	63.31%
Honey bee toxicity	-	0.7607	76.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9909	99.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.08%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.04%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.82%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.66%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.89%	95.89%
CHEMBL1871	P10275	Androgen Receptor	85.12%	96.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.11%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.03%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.85%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.30%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	80.72%	92.50%

Plants that contains it

• Aphanamixis polystachya

Cross-Links

• PubChem: 102263758
• LOTUS: LTS0228796
• wikiData: Q105290080