Gerronemin B

Details

• Internal ID: ed002117-42d1-42a0-9a5b-38f123f8a129
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 3-[(Z)-12-(2,3-dihydroxyphenyl)dodec-8-enyl]benzene-1,2-diol
• InChI: InChI=1S/C24H32O4/c25-21-17-11-15-19(23(21)27)13-9-7-5-3-1-2-4-6-8-10-14-20-16-12-18-22(26)24(20)28/h3,5,11-12,15-18,25-28H,1-2,4,6-10,13-14H2/b5-3-
• InChI Key: DHFYTZLZLPEBOW-HYXAFXHYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₄
• Molecular Weight: 384.50 g/mol
• Exact Mass: 384.23005950 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

• 3-[(Z)-12-(2,3-dihydroxyphenyl)dodec-8-enyl]benzene-1,2-diol
• 3-((Z)-12-(2,3-dihydroxyphenyl)dodec-8-enyl)benzene-1,2-diol
• RefChem:143055
• 443129-30-4
• CHEBI:217200

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9291	92.91%
Caco-2	-	0.7827	78.27%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8877	88.77%
OATP2B1 inhibitior	-	0.5742	57.42%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6022	60.22%
P-glycoprotein inhibitior	+	0.6229	62.29%
P-glycoprotein substrate	-	0.8727	87.27%
CYP3A4 substrate	-	0.5683	56.83%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	+	0.3558	35.58%
CYP3A4 inhibition	-	0.6423	64.23%
CYP2C9 inhibition	+	0.5894	58.94%
CYP2C19 inhibition	+	0.5395	53.95%
CYP2D6 inhibition	-	0.8843	88.43%
CYP1A2 inhibition	+	0.6027	60.27%
CYP2C8 inhibition	-	0.6283	62.83%
CYP inhibitory promiscuity	-	0.5350	53.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7123	71.23%
Carcinogenicity (trinary)	Non-required	0.5977	59.77%
Eye corrosion	-	0.9640	96.40%
Eye irritation	-	0.7335	73.35%
Skin irritation	-	0.6441	64.41%
Skin corrosion	-	0.8818	88.18%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8919	89.19%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.6342	63.42%
skin sensitisation	+	0.6291	62.91%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8512	85.12%
Acute Oral Toxicity (c)	III	0.7693	76.93%
Estrogen receptor binding	+	0.8224	82.24%
Androgen receptor binding	+	0.5613	56.13%
Thyroid receptor binding	+	0.5952	59.52%
Glucocorticoid receptor binding	+	0.6330	63.30%
Aromatase binding	+	0.7265	72.65%
PPAR gamma	+	0.7926	79.26%
Honey bee toxicity	-	0.9686	96.86%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6162	61.62%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.90%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.06%	93.99%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.41%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	89.40%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.62%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	87.20%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.96%	95.56%
CHEMBL5805	Q9NR97	Toll-like receptor 8	86.34%	96.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.88%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.04%	98.11%
CHEMBL3891	P07384	Calpain 1	82.84%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.70%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	80.16%	97.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5317576
• LOTUS: LTS0188829
• wikiData: Q104980006