Methyl 3-[17-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,9-dihydroxy-18-(hydroxymethyl)-2,8,10,14,18-pentamethyl-5-oxapentacyclo[11.8.0.02,10.04,9.014,19]henicos-1(13)-en-7-yl]-2-methylprop-2-enoate

Details

• Internal ID: 70a9b333-c1f6-4d7b-ad16-2c668ea656a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 3-[17-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,9-dihydroxy-18-(hydroxymethyl)-2,8,10,14,18-pentamethyl-5-oxapentacyclo[11.8.0.02,10.04,9.014,19]henicos-1(13)-en-7-yl]-2-methylprop-2-enoate
• SMILES (Canonical): CC1C(C(OC2C1(C3(CCC4=C(C3(C2)C)CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)O)O)C=C(C)C(=O)OC
• SMILES (Isomeric): CC1C(C(OC2C1(C3(CCC4=C(C3(C2)C)CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)O)O)C=C(C)C(=O)OC
• InChI: InChI=1S/C49H78O21/c1-20(40(60)63-8)15-23-21(2)49(62)30(67-41(23)61)16-47(6)25-9-10-28-45(4,24(25)11-14-48(47,49)7)13-12-29(46(28,5)19-52)68-43-38(35(57)32(54)26(17-50)65-43)70-44-39(36(58)33(55)27(18-51)66-44)69-42-37(59)34(56)31(53)22(3)64-42/h15,21-23,26-39,41-44,50-59,61-62H,9-14,16-19H2,1-8H3
• InChI Key: WAUFRKYENBNACL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₈O₂₁
• Molecular Weight: 1003.10 g/mol
• Exact Mass: 1002.50355949 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.62
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7364	73.64%
Caco-2	-	0.8825	88.25%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8112	81.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8221	82.21%
OATP1B3 inhibitior	+	0.8056	80.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9129	91.29%
P-glycoprotein inhibitior	+	0.7505	75.05%
P-glycoprotein substrate	+	0.6358	63.58%
CYP3A4 substrate	+	0.7307	73.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.9734	97.34%
CYP2C9 inhibition	-	0.9298	92.98%
CYP2C19 inhibition	-	0.9172	91.72%
CYP2D6 inhibition	-	0.9479	94.79%
CYP1A2 inhibition	-	0.9061	90.61%
CYP2C8 inhibition	+	0.7147	71.47%
CYP inhibitory promiscuity	-	0.9368	93.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6172	61.72%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.5884	58.84%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7731	77.31%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7091	70.91%
skin sensitisation	-	0.9196	91.96%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6323	63.23%
Acute Oral Toxicity (c)	III	0.4487	44.87%
Estrogen receptor binding	+	0.8128	81.28%
Androgen receptor binding	+	0.7590	75.90%
Thyroid receptor binding	-	0.5282	52.82%
Glucocorticoid receptor binding	+	0.7485	74.85%
Aromatase binding	+	0.6639	66.39%
PPAR gamma	+	0.8092	80.92%
Honey bee toxicity	-	0.6318	63.18%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9126	91.26%

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	99.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.71%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.58%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.64%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.09%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.85%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.59%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.21%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.03%	91.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.86%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.59%	95.89%
CHEMBL233	P35372	Mu opioid receptor	85.76%	97.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.48%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.58%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	84.49%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	84.30%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.18%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.93%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.89%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.37%	99.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.05%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.46%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.06%	90.17%
CHEMBL5028	O14672	ADAM10	81.27%	97.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.24%	97.47%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.07%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.79%	96.61%

Plants that contains it

• Scilla peruviana

Cross-Links

• PubChem: 162971287
• LOTUS: LTS0040785
• wikiData: Q105300473