Gardnerilin B

Details

• Internal ID: d7ca11f2-53bc-4a86-840d-af1326f6904c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (2S)-2-methyl-4-[(2R)-2,8,15,16-tetrahydroxytriacontyl]-2H-furan-5-one
• InChI: InChI=1S/C35H66O6/c1-3-4-5-6-7-8-9-10-11-12-13-20-25-33(38)34(39)26-21-15-14-17-22-31(36)23-18-16-19-24-32(37)28-30-27-29(2)41-35(30)40/h27,29,31-34,36-39H,3-26,28H2,1-2H3/t29-,31?,32+,33?,34?/m0/s1
• InChI Key: CKDCUELGODZXPM-DSGKDHBSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₆₆O₆
• Molecular Weight: 582.90 g/mol
• Exact Mass: 582.48593982 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 10.10
• Atomic LogP (AlogP): 8.07
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 29

Synonyms

• (2S)-2-Methyl-4-[(2R)-2,8,15,16-tetrahydroxytriacontyl]-2H-furan-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9536	95.36%
Caco-2	-	0.8235	82.35%
Blood Brain Barrier	+	0.5355	53.55%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7428	74.28%
OATP2B1 inhibitior	-	0.5649	56.49%
OATP1B1 inhibitior	+	0.8715	87.15%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8046	80.46%
P-glycoprotein inhibitior	-	0.4387	43.87%
P-glycoprotein substrate	-	0.7411	74.11%
CYP3A4 substrate	+	0.5220	52.20%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.5767	57.67%
CYP2C9 inhibition	-	0.8564	85.64%
CYP2C19 inhibition	-	0.5267	52.67%
CYP2D6 inhibition	-	0.8847	88.47%
CYP1A2 inhibition	-	0.7316	73.16%
CYP2C8 inhibition	-	0.9174	91.74%
CYP inhibitory promiscuity	-	0.8895	88.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6706	67.06%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8231	82.31%
Skin irritation	-	0.5341	53.41%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4755	47.55%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5362	53.62%
skin sensitisation	-	0.7853	78.53%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6281	62.81%
Acute Oral Toxicity (c)	III	0.4199	41.99%
Estrogen receptor binding	+	0.6705	67.05%
Androgen receptor binding	-	0.5460	54.60%
Thyroid receptor binding	-	0.5921	59.21%
Glucocorticoid receptor binding	-	0.5432	54.32%
Aromatase binding	+	0.5417	54.17%
PPAR gamma	-	0.5530	55.30%
Honey bee toxicity	-	0.9482	94.82%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6603	66.03%
Fish aquatic toxicity	+	0.9794	97.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.38%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.23%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.43%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.42%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.02%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.42%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.40%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.17%	93.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.49%	85.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.28%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.97%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.37%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.75%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.93%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.64%	100.00%

Plants that contains it

• Goniothalamus gardneri

Cross-Links

• PubChem: 10507518
• LOTUS: LTS0042382
• wikiData: Q104962155