[(1R,3R)-3-[(1S,3S,4S,6S,8S,11R,12S,13R,15R,16R)-4,13-dihydroxy-7,7,12,16-tetramethyl-14-oxo-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-1-[(2R)-3,3-dimethyloxiran-2-yl]butyl] acetate

Details

• Internal ID: 0037d048-048a-44ff-a792-34794b9faa6f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1R,3R)-3-[(1S,3S,4S,6S,8S,11R,12S,13R,15R,16R)-4,13-dihydroxy-7,7,12,16-tetramethyl-14-oxo-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-1-[(2R)-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)C(CC(C6(C)C)OC7C(C(C(CO7)O)O)O)O)C)C)O
• SMILES (Isomeric): C[C@H](C[C@H]([C@@H]1C(O1)(C)C)OC(=O)C)[C@H]2C(=O)[C@@H]([C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@@H]6[C@]4(C5)[C@H](C[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)C)C)O
• InChI: InChI=1S/C37H58O11/c1-17(13-20(46-18(2)38)30-33(5,6)48-30)25-27(42)29(44)35(8)22-10-9-21-32(3,4)24(47-31-28(43)26(41)19(39)15-45-31)14-23(40)37(21)16-36(22,37)12-11-34(25,35)7/h17,19-26,28-31,39-41,43-44H,9-16H2,1-8H3/t17-,19-,20-,21+,22+,23+,24+,25+,26+,28-,29+,30-,31+,34-,35-,36+,37-/m1/s1
• InChI Key: SFDYZBHXSYAEFJ-FHCFXRDMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₁
• Molecular Weight: 678.80 g/mol
• Exact Mass: 678.39791266 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6840	68.40%
Caco-2	-	0.8678	86.78%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7580	75.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8299	82.99%
OATP1B3 inhibitior	+	0.9189	91.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6312	63.12%
P-glycoprotein inhibitior	+	0.7581	75.81%
P-glycoprotein substrate	+	0.6491	64.91%
CYP3A4 substrate	+	0.7273	72.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.8201	82.01%
CYP2C9 inhibition	-	0.7558	75.58%
CYP2C19 inhibition	-	0.8686	86.86%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	-	0.8831	88.31%
CYP2C8 inhibition	+	0.6855	68.55%
CYP inhibitory promiscuity	-	0.9756	97.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7112	71.12%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9150	91.50%
Skin irritation	-	0.6548	65.48%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6468	64.68%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6591	65.91%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7424	74.24%
Acute Oral Toxicity (c)	I	0.4707	47.07%
Estrogen receptor binding	+	0.6829	68.29%
Androgen receptor binding	+	0.7489	74.89%
Thyroid receptor binding	-	0.5717	57.17%
Glucocorticoid receptor binding	+	0.6782	67.82%
Aromatase binding	+	0.7042	70.42%
PPAR gamma	+	0.6503	65.03%
Honey bee toxicity	-	0.6613	66.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9519	95.19%

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	98.45%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.24%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.78%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.24%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.55%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.86%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.38%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.03%	95.71%
CHEMBL1075317	P61964	WD repeat-containing protein 5	86.30%	96.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.87%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.70%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.56%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.37%	89.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.33%	92.88%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.17%	91.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.16%	96.95%
CHEMBL3837	P07711	Cathepsin L	84.21%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.94%	96.38%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.88%	95.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.05%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.99%	94.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.95%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.83%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.64%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.39%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.11%	91.19%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.85%	95.17%

Plants that contains it

• Actaea simplex

Cross-Links

• PubChem: 163186918
• LOTUS: LTS0006205
• wikiData: Q105251701