5alpha-Cycloarta-24-ene-1alpha,3alpha-diol

Details

• Internal ID: ed5e5373-0092-42d5-958d-88421412e2b0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3S,4S,6R,8S,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-4,6-diol
• SMILES (Canonical): CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)C(CC(C5(C)C)O)O)C)C
• SMILES (Isomeric): C[C@H](CCC=C(C)C)[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/C30H50O2/c1-19(2)9-8-10-20(3)21-13-14-28(7)23-12-11-22-26(4,5)24(31)17-25(32)30(22)18-29(23,30)16-15-27(21,28)6/h9,20-25,31-32H,8,10-18H2,1-7H3/t20-,21-,22+,23+,24-,25+,27-,28+,29+,30-/m1/s1
• InChI Key: BIOOLEHEEDQHNH-REHXMKOPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.381080833 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.60
• Atomic LogP (AlogP): 7.14
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	-	0.5275	52.75%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.5422	54.22%
OATP2B1 inhibitior	-	0.7150	71.50%
OATP1B1 inhibitior	+	0.8402	84.02%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8430	84.30%
P-glycoprotein inhibitior	-	0.6337	63.37%
P-glycoprotein substrate	-	0.6612	66.12%
CYP3A4 substrate	+	0.6393	63.93%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.6829	68.29%
CYP3A4 inhibition	-	0.8716	87.16%
CYP2C9 inhibition	-	0.6920	69.20%
CYP2C19 inhibition	-	0.6989	69.89%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.7478	74.78%
CYP2C8 inhibition	-	0.7409	74.09%
CYP inhibitory promiscuity	-	0.5335	53.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5965	59.65%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9466	94.66%
Skin irritation	-	0.5332	53.32%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.7665	76.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.7454	74.54%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6326	63.26%
skin sensitisation	-	0.6073	60.73%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7958	79.58%
Acute Oral Toxicity (c)	I	0.6405	64.05%
Estrogen receptor binding	+	0.8016	80.16%
Androgen receptor binding	+	0.7549	75.49%
Thyroid receptor binding	+	0.6633	66.33%
Glucocorticoid receptor binding	+	0.7710	77.10%
Aromatase binding	+	0.7773	77.73%
PPAR gamma	+	0.6481	64.81%
Honey bee toxicity	-	0.6609	66.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9812	98.12%

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	98.09%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.39%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.26%	96.09%
CHEMBL3837	P07711	Cathepsin L	89.44%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.23%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.95%	95.58%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.73%	95.69%
CHEMBL238	Q01959	Dopamine transporter	87.18%	95.88%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.12%	96.61%
CHEMBL2581	P07339	Cathepsin D	86.74%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.43%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.35%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.28%	95.93%
CHEMBL236	P41143	Delta opioid receptor	84.08%	99.35%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.06%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.06%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.81%	93.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.73%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.25%	100.00%
CHEMBL233	P35372	Mu opioid receptor	83.11%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.87%	95.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.74%	92.86%
CHEMBL1937	Q92769	Histone deacetylase 2	82.67%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.21%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	81.77%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.13%	92.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.88%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.77%	100.00%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.63%	99.29%
CHEMBL1914	P06276	Butyrylcholinesterase	80.56%	95.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.39%	91.24%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.31%	89.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.03%	95.71%

Plants that contains it

• Angelica genuflexa

Cross-Links

• PubChem: 101574641
• NPASS: NPC278667