(8S,9S,10R,13R,14S,17R)-17-(5-ethyl-6-methylheptan-2-yl)-3-hydroxy-10,13-dimethyl-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one

Details

• Internal ID: 27d085f1-03d5-45b2-89f6-950d127ff10a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (8S,9S,10R,13R,14S,17R)-17-(5-ethyl-6-methylheptan-2-yl)-3-hydroxy-10,13-dimethyl-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one
• SMILES (Canonical): CCC(CCC(C)C1CCC2C1(CCC3C2C(=O)C=C4C3(CCC(C4)O)C)C)C(C)C
• SMILES (Isomeric): CCC(CCC(C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C(=O)C=C4[C@@]3(CCC(C4)O)C)C)C(C)C
• InChI: InChI=1S/C29H48O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)31/h17-20,22-25,27,30H,7-16H2,1-6H3/t19?,20?,22?,23-,24+,25+,27+,28+,29-/m1/s1
• InChI Key: ICFXJOAKQGDRCT-PEOAKSIFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₂
• Molecular Weight: 428.70 g/mol
• Exact Mass: 428.365430770 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.20
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

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	+	0.5170	51.70%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6509	65.09%
OATP2B1 inhibitior	-	0.7283	72.83%
OATP1B1 inhibitior	+	0.8760	87.60%
OATP1B3 inhibitior	+	0.9887	98.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7738	77.38%
P-glycoprotein inhibitior	+	0.6578	65.78%
P-glycoprotein substrate	+	0.6468	64.68%
CYP3A4 substrate	+	0.7110	71.10%
CYP2C9 substrate	-	0.7411	74.11%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.8167	81.67%
CYP2C9 inhibition	-	0.9299	92.99%
CYP2C19 inhibition	-	0.8821	88.21%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9484	94.84%
CYP2C8 inhibition	-	0.7248	72.48%
CYP inhibitory promiscuity	-	0.6720	67.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9481	94.81%
Skin irritation	+	0.5508	55.08%
Skin corrosion	-	0.9676	96.76%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6329	63.29%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5624	56.24%
skin sensitisation	+	0.5678	56.78%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8284	82.84%
Acute Oral Toxicity (c)	III	0.5069	50.69%
Estrogen receptor binding	+	0.8575	85.75%
Androgen receptor binding	+	0.8796	87.96%
Thyroid receptor binding	+	0.6407	64.07%
Glucocorticoid receptor binding	+	0.8024	80.24%
Aromatase binding	-	0.5187	51.87%
PPAR gamma	+	0.5487	54.87%
Honey bee toxicity	-	0.8198	81.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9923	99.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.10%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	96.24%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.27%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL240	Q12809	HERG	94.98%	89.76%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.42%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.19%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.30%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.04%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.12%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.05%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.71%	86.33%
CHEMBL1871	P10275	Androgen Receptor	84.13%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.78%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.56%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.48%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	83.14%	90.17%
CHEMBL220	P22303	Acetylcholinesterase	80.85%	94.45%

Plants that contains it

• Centaurea ptosimopappoides
• Costus tonkinensis
• Gynochthodes officinalis
• Ornithopus sativus
• Schleichera oleosa
• Sideritis candicans
• Sideritis discolor
• Typha latifolia

Cross-Links

• PubChem: 138113837
• LOTUS: LTS0061456
• wikiData: Q104375114