Glaciapyrrole B

Details

• Internal ID: 904421d9-c236-450a-947a-2efd7f1e602f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2Z,4E)-6,7-dihydroxy-3,7,11-trimethyl-1-(1H-pyrrol-2-yl)dodeca-2,4,10-trien-1-one
• InChI: InChI=1S/C19H27NO3/c1-14(2)7-5-11-19(4,23)18(22)10-9-15(3)13-17(21)16-8-6-12-20-16/h6-10,12-13,18,20,22-23H,5,11H2,1-4H3/b10-9+,15-13-
• InChI Key: NNWGVLZRUNYIGS-OFPSORBISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₇NO₃
• Molecular Weight: 317.40 g/mol
• Exact Mass: 317.19909372 g/mol
• Topological Polar Surface Area (TPSA): 73.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

• SCHEMBL13815013
• (2Z,4E)-6,7-dihydroxy-3,7,11-trimethyl-1-(1H-pyrrol-2-yl)dodeca-2,4,10-trien-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	-	0.6198	61.98%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4430	44.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8672	86.72%
P-glycoprotein inhibitior	-	0.8426	84.26%
P-glycoprotein substrate	-	0.7029	70.29%
CYP3A4 substrate	+	0.5333	53.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.6807	68.07%
CYP2C9 inhibition	-	0.6544	65.44%
CYP2C19 inhibition	-	0.7003	70.03%
CYP2D6 inhibition	-	0.8677	86.77%
CYP1A2 inhibition	-	0.5445	54.45%
CYP2C8 inhibition	-	0.7414	74.14%
CYP inhibitory promiscuity	-	0.5056	50.56%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5833	58.33%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9276	92.76%
Skin irritation	-	0.6621	66.21%
Skin corrosion	-	0.8653	86.53%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7202	72.02%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6859	68.59%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8269	82.69%
Acute Oral Toxicity (c)	III	0.5771	57.71%
Estrogen receptor binding	+	0.6880	68.80%
Androgen receptor binding	-	0.7130	71.30%
Thyroid receptor binding	+	0.7247	72.47%
Glucocorticoid receptor binding	+	0.5771	57.71%
Aromatase binding	+	0.6274	62.74%
PPAR gamma	+	0.5963	59.63%
Honey bee toxicity	-	0.8510	85.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.4898	48.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.45%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.66%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.37%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.91%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.06%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.90%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11449940
• LOTUS: LTS0044235
• wikiData: Q77504637