Gloeophyllic acid A

Details

• Internal ID: ada6484e-c2fa-4bf4-9f99-2fda7ae57a71
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R)-2-[(3S,5R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-5,5-dimethoxypentanoic acid
• InChI: InChI=1S/C29H48O5/c1-26(2)22-10-9-21-20(27(22,3)15-14-23(26)30)13-17-28(4)19(12-16-29(21,28)5)18(25(31)32)8-11-24(33-6)34-7/h18-19,22-24,30H,8-17H2,1-7H3,(H,31,32)/t18-,19-,22+,23+,27-,28-,29+/m1/s1
• InChI Key: BKYXFMBVCZTLAT-WNBOPUNHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₅
• Molecular Weight: 476.70 g/mol
• Exact Mass: 476.35017463 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.20
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.5580	55.80%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8542	85.42%
OATP2B1 inhibitior	-	0.7175	71.75%
OATP1B1 inhibitior	+	0.8250	82.50%
OATP1B3 inhibitior	-	0.4615	46.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6876	68.76%
P-glycoprotein inhibitior	-	0.5206	52.06%
P-glycoprotein substrate	-	0.7364	73.64%
CYP3A4 substrate	+	0.6634	66.34%
CYP2C9 substrate	-	0.8196	81.96%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.8324	83.24%
CYP2C9 inhibition	-	0.7657	76.57%
CYP2C19 inhibition	-	0.8931	89.31%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8745	87.45%
CYP2C8 inhibition	-	0.5797	57.97%
CYP inhibitory promiscuity	-	0.7900	79.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6934	69.34%
Eye corrosion	-	0.9951	99.51%
Eye irritation	-	0.9179	91.79%
Skin irritation	+	0.6009	60.09%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5583	55.83%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5718	57.18%
skin sensitisation	-	0.7418	74.18%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7360	73.60%
Acute Oral Toxicity (c)	III	0.5529	55.29%
Estrogen receptor binding	+	0.7042	70.42%
Androgen receptor binding	+	0.7935	79.35%
Thyroid receptor binding	+	0.6060	60.60%
Glucocorticoid receptor binding	+	0.7398	73.98%
Aromatase binding	+	0.6802	68.02%
PPAR gamma	+	0.5770	57.70%
Honey bee toxicity	-	0.8012	80.12%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7455	74.55%
Fish aquatic toxicity	+	0.9944	99.44%

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	98.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.92%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.54%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.44%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.22%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.73%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.65%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.48%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.48%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.46%	94.33%
CHEMBL5028	O14672	ADAM10	81.19%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.15%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.45%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12043445
• LOTUS: LTS0108151
• wikiData: Q77567209