[(1S)-1-[(3S,5S,8R,9S,10S,11S,12S,13S,14S,17S)-3,11,12,14-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethyl] pyridine-3-carboxylate

Details

• Internal ID: a7605d6b-b7c4-4131-9a0f-b939c8828661
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: [(1S)-1-[(3S,5S,8R,9S,10S,11S,12S,13S,14S,17S)-3,11,12,14-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethyl] pyridine-3-carboxylate
• SMILES (Canonical): CC(C1CCC2(C1(C(C(C3C2CCC4C3(CCC(C4)O)C)O)O)C)O)OC(=O)C5=CN=CC=C5
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@]2([C@@]1([C@@H]([C@H]([C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)O)O)C)O)OC(=O)C5=CN=CC=C5
• InChI: InChI=1S/C27H39NO6/c1-15(34-24(32)16-5-4-12-28-14-16)19-9-11-27(33)20-7-6-17-13-18(29)8-10-25(17,2)21(20)22(30)23(31)26(19,27)3/h4-5,12,14-15,17-23,29-31,33H,6-11,13H2,1-3H3/t15-,17-,18-,19+,20+,21+,22-,23+,25-,26-,27-/m0/s1
• InChI Key: YXVMXCMMJVQPPS-YQJAEMEYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₉NO₆
• Molecular Weight: 473.60 g/mol
• Exact Mass: 473.27773796 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8713	87.13%
Caco-2	-	0.8022	80.22%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6359	63.59%
OATP2B1 inhibitior	-	0.7178	71.78%
OATP1B1 inhibitior	+	0.8798	87.98%
OATP1B3 inhibitior	+	0.9128	91.28%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8821	88.21%
BSEP inhibitior	+	0.8764	87.64%
P-glycoprotein inhibitior	-	0.5713	57.13%
P-glycoprotein substrate	+	0.6100	61.00%
CYP3A4 substrate	+	0.6863	68.63%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8438	84.38%
CYP3A4 inhibition	-	0.8116	81.16%
CYP2C9 inhibition	-	0.9012	90.12%
CYP2C19 inhibition	-	0.8334	83.34%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.5923	59.23%
CYP2C8 inhibition	+	0.7196	71.96%
CYP inhibitory promiscuity	-	0.9289	92.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6487	64.87%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9462	94.62%
Skin irritation	-	0.6238	62.38%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.7051	70.51%
Human Ether-a-go-go-Related Gene inhibition	+	0.7917	79.17%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5356	53.56%
skin sensitisation	-	0.8704	87.04%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7148	71.48%
Acute Oral Toxicity (c)	III	0.4722	47.22%
Estrogen receptor binding	+	0.7739	77.39%
Androgen receptor binding	+	0.6914	69.14%
Thyroid receptor binding	+	0.5960	59.60%
Glucocorticoid receptor binding	+	0.5754	57.54%
Aromatase binding	+	0.6712	67.12%
PPAR gamma	+	0.5829	58.29%
Honey bee toxicity	-	0.7725	77.25%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.8525	85.25%

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	97.35%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.84%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.56%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.52%	95.89%
CHEMBL2535	P11166	Glucose transporter	91.26%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.69%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.87%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.42%	82.69%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.46%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.14%	94.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.93%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.72%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.76%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.57%	97.09%
CHEMBL5028	O14672	ADAM10	83.25%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.88%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.76%	91.11%
CHEMBL4208	P20618	Proteasome component C5	82.64%	90.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.62%	97.79%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.57%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.17%	91.07%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.74%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.70%	85.30%

Plants that contains it

• Alstonia macrophylla
• Marsdenia cundurango

Cross-Links

• PubChem: 162927115
• LOTUS: LTS0061397
• wikiData: Q105153015