2,3-dimethyl-6-[(5S,10S,13R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoic acid

Details

• Internal ID: 3b60b929-26bb-43c1-95b6-2554c255c6ce
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Trihydroxy bile acids, alcohols and derivatives
• IUPAC Name: 2,3-dimethyl-6-[(5S,10S,13R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoic acid
• InChI: InChI=1S/C28H48O5/c1-15(17(3)26(32)33)6-7-16(2)20-8-9-21-25-22(14-24(31)28(20,21)5)27(4)11-10-19(29)12-18(27)13-23(25)30/h15-25,29-31H,6-14H2,1-5H3,(H,32,33)/t15?,16?,17?,18-,19?,20?,21?,22?,23?,24?,25?,27-,28+/m0/s1
• InChI Key: KNFSIJCTWSWAOV-PCYUZXTRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈O₅
• Molecular Weight: 464.70 g/mol
• Exact Mass: 464.35017463 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.72
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	-	0.7295	72.95%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7746	77.46%
OATP2B1 inhibitior	-	0.5758	57.58%
OATP1B1 inhibitior	+	0.6953	69.53%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6767	67.67%
P-glycoprotein inhibitior	-	0.5769	57.69%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7346	73.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.8405	84.05%
CYP2C9 inhibition	-	0.9456	94.56%
CYP2C19 inhibition	-	0.9707	97.07%
CYP2D6 inhibition	-	0.9781	97.81%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.6194	61.94%
CYP inhibitory promiscuity	-	0.9563	95.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7446	74.46%
Eye corrosion	-	0.9960	99.60%
Eye irritation	-	0.9372	93.72%
Skin irritation	+	0.7839	78.39%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5124	51.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5720	57.20%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5096	50.96%
skin sensitisation	-	0.8126	81.26%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6496	64.96%
Acute Oral Toxicity (c)	III	0.7739	77.39%
Estrogen receptor binding	+	0.5983	59.83%
Androgen receptor binding	+	0.7280	72.80%
Thyroid receptor binding	+	0.6363	63.63%
Glucocorticoid receptor binding	+	0.6476	64.76%
Aromatase binding	+	0.6052	60.52%
PPAR gamma	+	0.5568	55.68%
Honey bee toxicity	-	0.7462	74.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9848	98.48%

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	97.21%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.51%	90.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.79%	85.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.67%	97.25%
CHEMBL220	P22303	Acetylcholinesterase	90.94%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.85%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	89.90%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.38%	95.89%
CHEMBL233	P35372	Mu opioid receptor	89.20%	97.93%
CHEMBL4040	P28482	MAP kinase ERK2	88.87%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	88.25%	91.19%
CHEMBL238	Q01959	Dopamine transporter	86.62%	95.88%
CHEMBL2581	P07339	Cathepsin D	85.96%	98.95%
CHEMBL2514	O95665	Neurotensin receptor 2	85.70%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.39%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.27%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.15%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.68%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.60%	93.56%
CHEMBL226	P30542	Adenosine A1 receptor	83.43%	95.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.39%	89.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.87%	93.00%
CHEMBL206	P03372	Estrogen receptor alpha	82.55%	97.64%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.34%	92.78%
CHEMBL236	P41143	Delta opioid receptor	82.31%	99.35%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.85%	96.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.02%	91.11%

Plants that contains it

• Coptis chinensis

Cross-Links

• PubChem: 5322050
• NPASS: NPC212686