quadrangularic acid F

Details

• Internal ID: 0c2258cf-871b-43a1-bd4c-e5fe86025d53
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (E,2R)-2-[(1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-4,6-dihydroxy-7-methoxycarbonyl-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-6-hydroperoxy-6-methylhept-4-enoic acid
• SMILES (Canonical): CC12CCC34CC35C(CCC4C1(CCC2C(CC=CC(C)(C)OO)C(=O)O)C)C(C(CC5O)O)(C)C(=O)OC
• SMILES (Isomeric): C[C@]12CC[C@@]34C[C@]35[C@@H](CC[C@H]4[C@@]1(CC[C@@H]2[C@@H](C/C=C/C(C)(C)OO)C(=O)O)C)[C@]([C@H](C[C@@H]5O)O)(C)C(=O)OC
• InChI: InChI=1S/C31H48O8/c1-26(2,39-37)12-7-8-18(24(34)35)19-11-13-28(4)20-9-10-21-29(5,25(36)38-6)22(32)16-23(33)31(21)17-30(20,31)15-14-27(19,28)3/h7,12,18-23,32-33,37H,8-11,13-17H2,1-6H3,(H,34,35)/b12-7+/t18-,19-,20+,21+,22+,23+,27-,28+,29+,30+,31-/m1/s1
• InChI Key: MDZACYBINFCJBT-OZURKETISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₈
• Molecular Weight: 548.70 g/mol
• Exact Mass: 548.33491849 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• CHEMBL462353
• MDZACYBINFCJBT-OZURKETISA-
• InChI=1/C31H48O8/c1-26(2,39-37)12-7-8-18(24(34)35)19-11-13-28(4)20-9-10-21-29(5,25(36)38-6)22(32)16-23(33)31(21)17-30(20,31)15-14-27(19,28)3/h7,12,18-23,32-33,37H,8-11,13-17H2,1-6H3,(H,34,35)/b12-7+/t18-,19-,20+,21+,22+,23+,27-,28+,29+,30+,31-/m1/s1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9572	95.72%
Caco-2	-	0.7293	72.93%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6976	69.76%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.8273	82.73%
OATP1B3 inhibitior	+	0.8227	82.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8998	89.98%
P-glycoprotein inhibitior	+	0.6109	61.09%
P-glycoprotein substrate	-	0.5177	51.77%
CYP3A4 substrate	+	0.6993	69.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.6465	64.65%
CYP2C9 inhibition	-	0.6041	60.41%
CYP2C19 inhibition	-	0.7598	75.98%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	-	0.7884	78.84%
CYP2C8 inhibition	+	0.5614	56.14%
CYP inhibitory promiscuity	-	0.8757	87.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6963	69.63%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9379	93.79%
Skin irritation	-	0.5995	59.95%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.5574	55.74%
Human Ether-a-go-go-Related Gene inhibition	+	0.6678	66.78%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8203	82.03%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9179	91.79%
Acute Oral Toxicity (c)	I	0.3477	34.77%
Estrogen receptor binding	+	0.7416	74.16%
Androgen receptor binding	+	0.7382	73.82%
Thyroid receptor binding	+	0.5746	57.46%
Glucocorticoid receptor binding	+	0.7385	73.85%
Aromatase binding	+	0.7648	76.48%
PPAR gamma	+	0.6066	60.66%
Honey bee toxicity	-	0.6809	68.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	96.76%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.30%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.56%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.26%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.84%	96.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.18%	85.31%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.64%	96.38%
CHEMBL4040	P28482	MAP kinase ERK2	92.44%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	91.43%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.68%	100.00%
CHEMBL240	Q12809	HERG	87.34%	89.76%
CHEMBL2581	P07339	Cathepsin D	87.22%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.95%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.81%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.76%	95.71%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.61%	97.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.33%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.30%	91.24%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.21%	90.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.05%	91.07%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.94%	91.03%
CHEMBL5028	O14672	ADAM10	84.88%	97.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.10%	89.34%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.06%	95.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.83%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.62%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.61%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.62%	93.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.44%	95.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.10%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.56%	93.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.50%	93.04%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.64%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.57%	96.61%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.25%	92.88%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 21635800
• NPASS: NPC163216
• LOTUS: LTS0138145
• wikiData: Q105162041