methyl (1R,3R,4R,7S,8S,11R,12S,13S,15S,16S,18R)-13-acetyloxy-3,7,12-trimethyl-4-[(2R)-6-methyl-5-methylideneheptan-2-yl]-19-oxahexacyclo[13.3.1.03,7.08,18.011,16.016,18]nonadecane-12-carboxylate

Details

• Internal ID: 28b996ca-c4a4-4ccd-b936-3c7df66daa55
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: methyl (1R,3R,4R,7S,8S,11R,12S,13S,15S,16S,18R)-13-acetyloxy-3,7,12-trimethyl-4-[(2R)-6-methyl-5-methylideneheptan-2-yl]-19-oxahexacyclo[13.3.1.03,7.08,18.011,16.016,18]nonadecane-12-carboxylate
• SMILES (Canonical): CC(C)C(=C)CCC(C)C1CCC2(C1(CC3C45C2CCC6C4(C5)C(O3)CC(C6(C)C(=O)OC)OC(=O)C)C)C
• SMILES (Isomeric): C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@]2([C@@]1(C[C@@H]3[C@]45[C@H]2CC[C@@H]6[C@]4(C5)[C@@H](O3)C[C@@H]([C@@]6(C)C(=O)OC)OC(=O)C)C)C
• InChI: InChI=1S/C34H52O5/c1-19(2)20(3)10-11-21(4)23-14-15-30(6)24-12-13-25-32(8,29(36)37-9)26(38-22(5)35)16-27-34(25)18-33(24,34)28(39-27)17-31(23,30)7/h19,21,23-28H,3,10-18H2,1-2,4-9H3/t21-,23-,24+,25+,26+,27+,28-,30+,31-,32+,33+,34-/m1/s1
• InChI Key: JISKPKRVVHQSMV-ISIDXMIOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₂O₅
• Molecular Weight: 540.80 g/mol
• Exact Mass: 540.38147475 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.13
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• 3beta-Acetoxy-24-methylene-1alpha,11alpha-epoxycycloartane-28-oic acid methyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	-	0.7259	72.59%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7038	70.38%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	+	0.8485	84.85%
OATP1B3 inhibitior	+	0.8949	89.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8402	84.02%
P-glycoprotein inhibitior	+	0.7015	70.15%
P-glycoprotein substrate	+	0.5134	51.34%
CYP3A4 substrate	+	0.7185	71.85%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.5746	57.46%
CYP2C9 inhibition	-	0.7478	74.78%
CYP2C19 inhibition	-	0.7326	73.26%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.6451	64.51%
CYP2C8 inhibition	+	0.5461	54.61%
CYP inhibitory promiscuity	-	0.7725	77.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6835	68.35%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9034	90.34%
Skin irritation	-	0.6306	63.06%
Skin corrosion	-	0.9178	91.78%
Ames mutagenesis	-	0.5228	52.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4372	43.72%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6181	61.81%
skin sensitisation	-	0.7611	76.11%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6229	62.29%
Acute Oral Toxicity (c)	III	0.3611	36.11%
Estrogen receptor binding	+	0.7342	73.42%
Androgen receptor binding	+	0.7270	72.70%
Thyroid receptor binding	+	0.5706	57.06%
Glucocorticoid receptor binding	+	0.7301	73.01%
Aromatase binding	+	0.7783	77.83%
PPAR gamma	+	0.6734	67.34%
Honey bee toxicity	-	0.6293	62.93%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	98.41%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.22%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.87%	97.25%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.91%	98.05%
CHEMBL340	P08684	Cytochrome P450 3A4	92.58%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.23%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.10%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.33%	95.17%
CHEMBL4040	P28482	MAP kinase ERK2	91.03%	83.82%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.90%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.94%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.52%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.45%	89.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.72%	95.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.89%	89.05%
CHEMBL2581	P07339	Cathepsin D	87.49%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.41%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.36%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.15%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.35%	85.14%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.54%	85.31%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.16%	91.24%
CHEMBL3837	P07711	Cathepsin L	85.01%	96.61%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	84.63%	99.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.41%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.40%	91.07%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.20%	95.58%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.09%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.70%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.58%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.41%	94.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.99%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.66%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.12%	95.50%
CHEMBL299	P17252	Protein kinase C alpha	81.06%	98.03%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.67%	96.33%
CHEMBL5028	O14672	ADAM10	80.49%	97.50%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 10745022
• NPASS: NPC469810
• ChEMBL: CHEMBL119505
• LOTUS: LTS0131449
• wikiData: Q105129302