methyl foveolate A

Details

• Internal ID: cb4874e2-21db-453e-9716-5c190eacb70e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl 3-[(3S,3aR,5aR,6R,7R,9aR,9bR)-7-(2-hydroxypropan-2-yl)-3-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6,9a,9b-trimethyl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoate
• SMILES (Canonical): CC12CCC(C1CCC3C2(CCC(C3(C)CCC(=O)OC)C(C)(C)O)C)C4(CCC(O4)C(C)(C)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]([C@H]1CC[C@H]3[C@]2(CC[C@H]([C@]3(C)CCC(=O)OC)C(C)(C)O)C)[C@@]4(CC[C@@H](O4)C(C)(C)O)C
• InChI: InChI=1S/C31H54O5/c1-26(2,33)22-13-18-30(7)23(28(22,5)16-15-25(32)35-9)11-10-20-21(12-17-29(20,30)6)31(8)19-14-24(36-31)27(3,4)34/h20-24,33-34H,10-19H2,1-9H3/t20-,21+,22+,23-,24-,28+,29-,30-,31+/m1/s1
• InChI Key: KMTSRTXGLOZVER-NWZPQFJUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₄O₅
• Molecular Weight: 506.80 g/mol
• Exact Mass: 506.39712482 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.28
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• Methyl isofoveolate B
• CHEBI:70466
• Q27138803

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9736	97.36%
Caco-2	-	0.6512	65.12%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7463	74.63%
OATP2B1 inhibitior	-	0.5698	56.98%
OATP1B1 inhibitior	+	0.8736	87.36%
OATP1B3 inhibitior	+	0.8008	80.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7140	71.40%
P-glycoprotein inhibitior	-	0.4897	48.97%
P-glycoprotein substrate	-	0.6038	60.38%
CYP3A4 substrate	+	0.7200	72.00%
CYP2C9 substrate	-	0.6250	62.50%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.5811	58.11%
CYP2C19 inhibition	-	0.7493	74.93%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.8150	81.50%
CYP2C8 inhibition	+	0.6290	62.90%
CYP inhibitory promiscuity	-	0.6689	66.89%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6635	66.35%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9247	92.47%
Skin irritation	-	0.7340	73.40%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4067	40.67%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8316	83.16%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8143	81.43%
Acute Oral Toxicity (c)	III	0.4533	45.33%
Estrogen receptor binding	+	0.7292	72.92%
Androgen receptor binding	+	0.7236	72.36%
Thyroid receptor binding	+	0.5859	58.59%
Glucocorticoid receptor binding	+	0.7654	76.54%
Aromatase binding	+	0.6869	68.69%
PPAR gamma	+	0.6062	60.62%
Honey bee toxicity	-	0.7205	72.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.87%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.71%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.75%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.83%	96.61%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.63%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.61%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.08%	96.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.06%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.51%	95.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.89%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.57%	96.77%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	86.22%	98.99%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.85%	91.07%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.85%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.67%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.83%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.82%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.25%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.09%	96.21%
CHEMBL5028	O14672	ADAM10	81.97%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.44%	96.90%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.89%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.78%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.70%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.40%	97.28%

Plants that contains it

• Aglaia silvestris
• Baccharis minutiflora
• Cinnamomum aromaticum
• Cistus halimifolius
• Dysoxylum malabaricum
• Heliotropium olgae
• Sideritis ibanyezii
• Tragopogon orientalis

Cross-Links

• PubChem: 70698185
• NPASS: NPC6581
• LOTUS: LTS0039444
• wikiData: Q27138803