(23E)-5alpha-Cycloarta-23-ene-1alpha,3alpha,25-triol

Details

• Internal ID: 54b91f60-4227-4d0d-a064-2ed56f5ad857
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3S,4S,6R,8S,11S,12S,15R,16R)-15-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-4,6-diol
• SMILES (Canonical): CC(CC=CC(C)(C)O)C1CCC2(C1(CCC34C2CCC5C3(C4)C(CC(C5(C)C)O)O)C)C
• SMILES (Isomeric): C[C@H](C/C=C/C(C)(C)O)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)[C@H](C[C@H](C5(C)C)O)O)C)C
• InChI: InChI=1S/C30H50O3/c1-19(9-8-13-25(2,3)33)20-12-14-28(7)22-11-10-21-26(4,5)23(31)17-24(32)30(21)18-29(22,30)16-15-27(20,28)6/h8,13,19-24,31-33H,9-12,14-18H2,1-7H3/b13-8+/t19-,20-,21+,22+,23-,24+,27-,28+,29+,30-/m1/s1
• InChI Key: JRZVIXPQDXVQMN-RQYGRELFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.11
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	-	0.6303	63.03%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4817	48.17%
OATP2B1 inhibitior	-	0.7193	71.93%
OATP1B1 inhibitior	+	0.8512	85.12%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8131	81.31%
P-glycoprotein inhibitior	-	0.6155	61.55%
P-glycoprotein substrate	-	0.6153	61.53%
CYP3A4 substrate	+	0.6571	65.71%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.7458	74.58%
CYP3A4 inhibition	-	0.8559	85.59%
CYP2C9 inhibition	-	0.6736	67.36%
CYP2C19 inhibition	-	0.7053	70.53%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.7484	74.84%
CYP2C8 inhibition	-	0.5841	58.41%
CYP inhibitory promiscuity	-	0.7038	70.38%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6611	66.11%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9493	94.93%
Skin irritation	-	0.5172	51.72%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.7419	74.19%
Human Ether-a-go-go-Related Gene inhibition	+	0.6733	67.33%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.6686	66.86%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8355	83.55%
Acute Oral Toxicity (c)	I	0.5380	53.80%
Estrogen receptor binding	+	0.8441	84.41%
Androgen receptor binding	+	0.7275	72.75%
Thyroid receptor binding	+	0.6803	68.03%
Glucocorticoid receptor binding	+	0.7803	78.03%
Aromatase binding	+	0.7291	72.91%
PPAR gamma	+	0.5569	55.69%
Honey bee toxicity	-	0.6330	63.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9822	98.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.49%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.57%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	93.05%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.10%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.66%	96.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.08%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.03%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.67%	85.31%
CHEMBL206	P03372	Estrogen receptor alpha	89.44%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.76%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.19%	91.03%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.77%	95.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.25%	97.29%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.16%	89.34%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.06%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.81%	94.45%
CHEMBL1977	P11473	Vitamin D receptor	84.50%	99.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.20%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.82%	92.86%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.45%	95.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.09%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.05%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	82.88%	95.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.93%	89.05%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.51%	97.47%
CHEMBL238	Q01959	Dopamine transporter	81.27%	95.88%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.18%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.87%	96.38%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.57%	92.88%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.47%	98.75%

Plants that contains it

• Angelica genuflexa

Cross-Links

• PubChem: 101574637
• NPASS: NPC239329