methyl (E,6R)-6-[(1R,3R,6S,8S,11R,12S,13S,15R,16R,18R)-6,13-diacetyloxy-18-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-2-enoate

Details

• Internal ID: 794b3ab3-6596-4fc7-af07-a0e734597f6e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: methyl (E,6R)-6-[(1R,3R,6S,8S,11R,12S,13S,15R,16R,18R)-6,13-diacetyloxy-18-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-2-enoate
• SMILES (Canonical): CC(CCC=C(C)C(=O)OC)C1CC(C2(C1(CC(C34C2CCC5C3(C4)CCC(C5(C)C)OC(=O)C)O)C)C)OC(=O)C
• SMILES (Isomeric): C[C@H](CC/C=C(\C)/C(=O)OC)[C@H]1C[C@@H]([C@@]2([C@@]1(C[C@H]([C@]34[C@@H]2CC[C@H]5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)C)O)C)C)OC(=O)C
• InChI: InChI=1S/C35H54O7/c1-20(11-10-12-21(2)30(39)40-9)24-17-29(42-23(4)37)33(8)26-14-13-25-31(5,6)28(41-22(3)36)15-16-34(25)19-35(26,34)27(38)18-32(24,33)7/h12,20,24-29,38H,10-11,13-19H2,1-9H3/b21-12+/t20-,24-,25-,26-,27-,28+,29+,32-,33-,34-,35+/m1/s1
• InChI Key: ONYGINMJRZMHES-LQELDWFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄O₇
• Molecular Weight: 586.80 g/mol
• Exact Mass: 586.38695406 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	-	0.7777	77.77%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8292	82.92%
OATP2B1 inhibitior	-	0.5745	57.45%
OATP1B1 inhibitior	+	0.7886	78.86%
OATP1B3 inhibitior	-	0.2962	29.62%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6782	67.82%
BSEP inhibitior	+	0.9788	97.88%
P-glycoprotein inhibitior	+	0.7736	77.36%
P-glycoprotein substrate	+	0.6417	64.17%
CYP3A4 substrate	+	0.7182	71.82%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8943	89.43%
CYP3A4 inhibition	-	0.7320	73.20%
CYP2C9 inhibition	-	0.5387	53.87%
CYP2C19 inhibition	-	0.8187	81.87%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.8380	83.80%
CYP2C8 inhibition	+	0.5140	51.40%
CYP inhibitory promiscuity	-	0.8415	84.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7123	71.23%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9196	91.96%
Skin irritation	+	0.5154	51.54%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.6581	65.81%
Human Ether-a-go-go-Related Gene inhibition	-	0.4471	44.71%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5445	54.45%
skin sensitisation	-	0.7380	73.80%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.4547	45.47%
Acute Oral Toxicity (c)	III	0.4888	48.88%
Estrogen receptor binding	+	0.7214	72.14%
Androgen receptor binding	+	0.7203	72.03%
Thyroid receptor binding	-	0.5314	53.14%
Glucocorticoid receptor binding	+	0.7904	79.04%
Aromatase binding	+	0.7591	75.91%
PPAR gamma	+	0.7043	70.43%
Honey bee toxicity	-	0.6180	61.80%
Biodegradation	-	0.8250	82.50%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.56%	94.45%
CHEMBL3837	P07711	Cathepsin L	97.24%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.08%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.87%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.81%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.74%	96.38%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	92.60%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	91.78%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.08%	82.69%
CHEMBL2413	P32246	C-C chemokine receptor type 1	90.27%	89.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.78%	96.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.42%	98.75%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.22%	97.47%
CHEMBL2581	P07339	Cathepsin D	88.94%	98.95%
CHEMBL268	P43235	Cathepsin K	88.73%	96.85%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.33%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.91%	94.33%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	87.17%	96.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.50%	93.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.33%	92.88%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.03%	96.77%
CHEMBL236	P41143	Delta opioid receptor	85.71%	99.35%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.62%	89.34%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	85.14%	95.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.13%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.57%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.27%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.00%	95.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.51%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.38%	93.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.77%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.77%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.67%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.52%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.53%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.39%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.12%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.07%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.78%	91.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.45%	89.00%
CHEMBL299	P17252	Protein kinase C alpha	80.27%	98.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.16%	96.90%
CHEMBL237	P41145	Kappa opioid receptor	80.02%	98.10%

Plants that contains it

• Ananas comosus
• Isodon lophanthoides
• Plectranthus grandidentatus
• Plectranthus lanuginosus
• Prumnopitys ferruginea
• Salvia bracteata
• Salvia deserta
• Salvia eriophora
• Salvia jaminiana
• Salvia pratensis
• Salvinia molesta

Cross-Links

• PubChem: 162863514
• LOTUS: LTS0254677
• wikiData: Q105269150