3beta-Cycloartane-3,25-diol

Details

• Internal ID: 74350360-d9f1-493d-b716-1a055a61122c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: 15-(6-hydroxy-6-methylheptan-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
• SMILES (Canonical): CC(CCCC(C)(C)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
• SMILES (Isomeric): CC(CCCC(C)(C)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
• InChI: InChI=1S/C30H52O2/c1-20(9-8-14-25(2,3)32)21-12-15-28(7)23-11-10-22-26(4,5)24(31)13-16-29(22)19-30(23,29)18-17-27(21,28)6/h20-24,31-32H,8-19H2,1-7H3
• InChI Key: VUMUFIITBXMVIJ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₂
• Molecular Weight: 444.70 g/mol
• Exact Mass: 444.396730897 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.36
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 3beta-Cycloartane-3,25-diol
• VUMUFIITBXMVIJ-UHFFFAOYSA-N
• 9,19-Cyclo-9.beta.-lanostane-3.beta.,25-diol
• 1-(5-Hydroxy-1,5-dimethylhexyl)-3a,6,6,12a-tetramethyltetradecahydro-1H-cyclopenta[a]cyclopropa[e]phenanthren-7-ol #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.5071	50.71%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5243	52.43%
OATP2B1 inhibitior	-	0.5794	57.94%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6343	63.43%
P-glycoprotein inhibitior	-	0.6660	66.60%
P-glycoprotein substrate	-	0.6334	63.34%
CYP3A4 substrate	+	0.6445	64.45%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.7016	70.16%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	-	0.7515	75.15%
CYP2C19 inhibition	-	0.7908	79.08%
CYP2D6 inhibition	-	0.9573	95.73%
CYP1A2 inhibition	-	0.5232	52.32%
CYP2C8 inhibition	-	0.7156	71.56%
CYP inhibitory promiscuity	-	0.7833	78.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8956	89.56%
Skin irritation	-	0.5311	53.11%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.7737	77.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6964	69.64%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.7758	77.58%
skin sensitisation	-	0.5401	54.01%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8338	83.38%
Acute Oral Toxicity (c)	III	0.7338	73.38%
Estrogen receptor binding	+	0.8541	85.41%
Androgen receptor binding	+	0.7469	74.69%
Thyroid receptor binding	+	0.6747	67.47%
Glucocorticoid receptor binding	+	0.7953	79.53%
Aromatase binding	+	0.6905	69.05%
PPAR gamma	+	0.5679	56.79%
Honey bee toxicity	-	0.7989	79.89%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9582	95.82%

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	99.51%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL206	P03372	Estrogen receptor alpha	93.77%	97.64%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.74%	95.58%
CHEMBL2996	Q05655	Protein kinase C delta	93.20%	97.79%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.69%	85.31%
CHEMBL2581	P07339	Cathepsin D	91.19%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.25%	96.61%
CHEMBL3837	P07711	Cathepsin L	89.18%	96.61%
CHEMBL1977	P11473	Vitamin D receptor	88.61%	99.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.41%	100.00%
CHEMBL236	P41143	Delta opioid receptor	87.66%	99.35%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.41%	92.86%
CHEMBL3045	P05771	Protein kinase C beta	86.89%	97.63%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.66%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.36%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.00%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.81%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.79%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.51%	93.56%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	85.50%	94.78%
CHEMBL233	P35372	Mu opioid receptor	84.89%	97.93%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.84%	91.03%
CHEMBL237	P41145	Kappa opioid receptor	83.18%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.49%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	81.93%	95.93%
CHEMBL2514	O95665	Neurotensin receptor 2	81.91%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.81%	100.00%
CHEMBL1741186	P51449	Nuclear receptor ROR-gamma	81.48%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.34%	98.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.51%	92.88%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.26%	95.34%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.15%	96.47%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.09%	89.05%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.01%	97.29%

Plants that contains it

• Mangifera indica
• Pongamia pinnata

Cross-Links

• PubChem: 565447
• LOTUS: LTS0243017
• wikiData: Q105297316