[3-[6-[3,5-Dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-13-hydroxy-7,7,12,16-tetramethyl-14-oxo-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-1-(3,3-dimethyloxiran-2-yl)butyl] acetate

Details

• Internal ID: df7bfdb1-6345-40a1-b7aa-3c567de82fa6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [3-[6-[3,5-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-13-hydroxy-7,7,12,16-tetramethyl-14-oxo-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-1-(3,3-dimethyloxiran-2-yl)butyl] acetate
• SMILES (Canonical): CC(CC(C1C(O1)(C)C)OC(=O)C)C2C(=O)C(C3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)C)OC7C(C(C(CO7)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)O
• SMILES (Isomeric): CC(CC(C1C(O1)(C)C)OC(=O)C)C2C(=O)C(C3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)C)OC7C(C(C(CO7)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)O
• InChI: InChI=1S/C43H68O15/c1-19(15-22(54-20(2)45)35-39(5,6)58-35)27-29(48)34(52)41(8)25-10-9-24-38(3,4)26(11-12-42(24)18-43(25,42)14-13-40(27,41)7)56-36-32(51)33(21(46)17-53-36)57-37-31(50)30(49)28(47)23(16-44)55-37/h19,21-28,30-37,44,46-47,49-52H,9-18H2,1-8H3
• InChI Key: HPRHGTLPRJTVNM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₈O₁₅
• Molecular Weight: 825.00 g/mol
• Exact Mass: 824.45582146 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5548	55.48%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7127	71.27%
OATP2B1 inhibitior	-	0.8781	87.81%
OATP1B1 inhibitior	+	0.7929	79.29%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6951	69.51%
P-glycoprotein inhibitior	+	0.7593	75.93%
P-glycoprotein substrate	+	0.5817	58.17%
CYP3A4 substrate	+	0.7295	72.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8771	87.71%
CYP3A4 inhibition	-	0.8199	81.99%
CYP2C9 inhibition	-	0.7662	76.62%
CYP2C19 inhibition	-	0.8434	84.34%
CYP2D6 inhibition	-	0.9489	94.89%
CYP1A2 inhibition	-	0.8934	89.34%
CYP2C8 inhibition	+	0.6915	69.15%
CYP inhibitory promiscuity	-	0.9799	97.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6986	69.86%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.6948	69.48%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7378	73.78%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.7444	74.44%
skin sensitisation	-	0.9105	91.05%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7168	71.68%
Acute Oral Toxicity (c)	I	0.5375	53.75%
Estrogen receptor binding	+	0.7717	77.17%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	-	0.5451	54.51%
Glucocorticoid receptor binding	+	0.7248	72.48%
Aromatase binding	+	0.6626	66.26%
PPAR gamma	+	0.7644	76.44%
Honey bee toxicity	-	0.6380	63.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8977	89.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.99%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.15%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.01%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.97%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.55%	91.24%
CHEMBL1937	Q92769	Histone deacetylase 2	89.99%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.48%	98.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.10%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.01%	92.88%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.47%	97.14%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.47%	97.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.12%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.01%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	84.94%	98.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.87%	93.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.11%	97.28%
CHEMBL3837	P07711	Cathepsin L	83.54%	96.61%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.18%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.63%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.97%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.79%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.63%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.52%	92.50%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.65%	92.78%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.46%	89.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.19%	90.08%

Plants that contains it

• Actaea simplex

Cross-Links

• PubChem: 85143964
• LOTUS: LTS0019633
• wikiData: Q105031852