Methyl quadrangularate

Details

• Internal ID: 1a3ec5e8-e564-486e-9222-03db71ef8a28
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: methyl (1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-15-[(2R,5S)-1,5-dihydroxy-6-methylhept-6-en-2-yl]-4,6-dihydroxy-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylate
• SMILES (Canonical): CC(=C)C(CCC(CO)C1CCC2(C1(CCC34C2CCC5C3(C4)C(CC(C5(C)C(=O)OC)O)O)C)C)O
• SMILES (Isomeric): CC(=C)[C@H](CC[C@@H](CO)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)[C@H](C[C@@H]([C@@]5(C)C(=O)OC)O)O)C)C)O
• InChI: InChI=1S/C31H50O6/c1-18(2)21(33)8-7-19(16-32)20-11-12-28(4)22-9-10-23-29(5,26(36)37-6)24(34)15-25(35)31(23)17-30(22,31)14-13-27(20,28)3/h19-25,32-35H,1,7-17H2,2-6H3/t19-,20+,21-,22-,23-,24-,25-,27+,28-,29-,30-,31+/m0/s1
• InChI Key: RESIIDXCURYNKX-ZNYUBGTGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₆
• Molecular Weight: 518.70 g/mol
• Exact Mass: 518.36073931 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• CHEMBL475877
• RESIIDXCURYNKX-ZNYUBGTGSA-
• Quadrangularic acid I methyl ester
• InChI=1/C31H50O6/c1-18(2)21(33)8-7-19(16-32)20-11-12-28(4)22-9-10-23-29(5,26(36)37-6)24(34)15-25(35)31(23)17-30(22,31)14-13-27(20,28)3/h19-25,32-35H,1,7-17H2,2-6H3/t19-,20+,21-,22-,23-,24-,25-,27+,28-,29-,30-,31+/m0/s1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	-	0.6678	66.78%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6284	62.84%
OATP2B1 inhibitior	-	0.5676	56.76%
OATP1B1 inhibitior	+	0.8764	87.64%
OATP1B3 inhibitior	+	0.8285	82.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7135	71.35%
BSEP inhibitior	-	0.5449	54.49%
P-glycoprotein inhibitior	-	0.5572	55.72%
P-glycoprotein substrate	+	0.6529	65.29%
CYP3A4 substrate	+	0.7135	71.35%
CYP2C9 substrate	-	0.6230	62.30%
CYP2D6 substrate	-	0.8049	80.49%
CYP3A4 inhibition	-	0.8471	84.71%
CYP2C9 inhibition	-	0.5380	53.80%
CYP2C19 inhibition	-	0.8092	80.92%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.8082	80.82%
CYP2C8 inhibition	+	0.4570	45.70%
CYP inhibitory promiscuity	-	0.8367	83.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7252	72.52%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9261	92.61%
Skin irritation	-	0.5633	56.33%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.6301	63.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.7438	74.38%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6196	61.96%
skin sensitisation	-	0.8793	87.93%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6505	65.05%
Acute Oral Toxicity (c)	III	0.3660	36.60%
Estrogen receptor binding	+	0.7280	72.80%
Androgen receptor binding	+	0.7701	77.01%
Thyroid receptor binding	+	0.5522	55.22%
Glucocorticoid receptor binding	+	0.6600	66.00%
Aromatase binding	+	0.7542	75.42%
PPAR gamma	+	0.5956	59.56%
Honey bee toxicity	-	0.6427	64.27%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9881	98.81%

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	98.39%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	97.43%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.26%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.42%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.34%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.10%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.86%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	94.75%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	94.55%	95.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.99%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.75%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.52%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.84%	91.24%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.51%	95.17%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.03%	97.47%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.08%	96.47%
CHEMBL2581	P07339	Cathepsin D	85.60%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.35%	95.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.51%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.51%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.27%	89.34%
CHEMBL1075317	P61964	WD repeat-containing protein 5	83.80%	96.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.44%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.29%	94.33%
CHEMBL4683	Q12884	Fibroblast activation protein alpha	83.14%	93.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.06%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.48%	93.04%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.06%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.00%	96.77%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.67%	92.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.43%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.70%	85.14%
CHEMBL5028	O14672	ADAM10	80.67%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	80.63%	97.79%
CHEMBL233	P35372	Mu opioid receptor	80.50%	97.93%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 10602000
• NPASS: NPC41971
• LOTUS: LTS0077403
• wikiData: Q105235060