Cycloart-23-ene-3beta,25-diol methyl ether

Details

• Internal ID: 59bb99a5-75f2-441e-8331-0d6586a69fe7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,6S,8R,11S,12S,15R,16R)-15-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
• SMILES (Canonical): CC(CC=CC(C)(C)OC)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
• SMILES (Isomeric): C[C@H](C/C=C/C(C)(C)OC)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C
• InChI: InChI=1S/C31H52O2/c1-21(10-9-15-26(2,3)33-8)22-13-16-29(7)24-12-11-23-27(4,5)25(32)14-17-30(23)20-31(24,30)19-18-28(22,29)6/h9,15,21-25,32H,10-14,16-20H2,1-8H3/b15-9+/t21-,22-,23+,24+,25+,28-,29+,30-,31+/m1/s1
• InChI Key: IAGDVCDPQLXACO-OFRUULKSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O₂
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.396730897 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.79
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• Cycloart-23-ene-3beta,25-diol methyl ether

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	-	0.5672	56.72%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5850	58.50%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.8762	87.62%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8906	89.06%
P-glycoprotein inhibitior	-	0.5455	54.55%
P-glycoprotein substrate	-	0.6568	65.68%
CYP3A4 substrate	+	0.6547	65.47%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.7223	72.23%
CYP3A4 inhibition	-	0.8588	85.88%
CYP2C9 inhibition	-	0.5746	57.46%
CYP2C19 inhibition	-	0.5662	56.62%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.6422	64.22%
CYP2C8 inhibition	-	0.6476	64.76%
CYP inhibitory promiscuity	-	0.7455	74.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6678	66.78%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9435	94.35%
Skin irritation	-	0.5467	54.67%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.7228	72.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6931	69.31%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6042	60.42%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7633	76.33%
Acute Oral Toxicity (c)	III	0.6310	63.10%
Estrogen receptor binding	+	0.8529	85.29%
Androgen receptor binding	+	0.7289	72.89%
Thyroid receptor binding	+	0.6679	66.79%
Glucocorticoid receptor binding	+	0.7330	73.30%
Aromatase binding	+	0.7296	72.96%
PPAR gamma	+	0.5552	55.52%
Honey bee toxicity	-	0.6660	66.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9640	96.40%

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	98.76%	97.25%
CHEMBL240	Q12809	HERG	98.31%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.05%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.78%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.37%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.04%	96.95%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.47%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.14%	91.03%
CHEMBL233	P35372	Mu opioid receptor	87.51%	97.93%
CHEMBL1937	Q92769	Histone deacetylase 2	87.20%	94.75%
CHEMBL2996	Q05655	Protein kinase C delta	86.36%	97.79%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.23%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.35%	97.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.88%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.68%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.37%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.23%	92.86%
CHEMBL2885	P07451	Carbonic anhydrase III	83.11%	87.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.93%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.81%	93.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.54%	92.88%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.33%	92.62%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.94%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.60%	98.75%
CHEMBL1977	P11473	Vitamin D receptor	80.22%	99.43%

Plants that contains it

• Aconitum burnatii
• Alseodaphne paludosa
• Annona impressivenia
• Bersama yangambiensis
• Caloncoba echinata
• Castanopsis sclerophylla
• Conocephalum japonicum
• Cordylanthus kingii
• Croton cascarilloides
• Disynaphia halimifolia
• Eragrostis viscosa
• Euphorbia sessiliflora
• Forsteronia refracta
• Fridericia chica
• Grewia mollis
• Gymnocarpium robertianum
• Heliotropium floridum
• Heterotheca grandiflora
• Hovenia acerba
• Juglans nigra
• Kaempferia marginata
• Kaunia saltensis
• Mangifera indica
• Nauclea officinalis
• Ruta pinnata
• Salvia dorrii
• Sophora flavescens var. flavescens
• Stevia polycephala
• Teucrium cubense
• Thymus piperella
• Trichilia rubescens
• Uraria picta

Cross-Links

• PubChem: 21599950
• NPASS: NPC73592
• LOTUS: LTS0125088
• wikiData: Q105036086