[(1R,3S,5R,7S,9R,11S,13R,14S,16R,18S,20R,22S,25R,27S,30S,31R,33R,34R,35S,37S,40S,42R,44S,46R,48S)-34-hydroxy-40-[(2R,3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-(3-sulfooxypropyl)-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.03,25.05,22.07,20.09,18.011,16.031,48.033,46.035,44.037,42]nonatetracontan-14-yl] hydrogen sulfate

Details

• Internal ID: 3e643394-cb80-42d4-b482-3a2663bee1bb
• Taxonomy: Phenylpropanoids and polyketides > Ciguatera toxins
• IUPAC Name: [(1R,3S,5R,7S,9R,11S,13R,14S,16R,18S,20R,22S,25R,27S,30S,31R,33R,34R,35S,37S,40S,42R,44S,46R,48S)-34-hydroxy-40-[(2R,3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-(3-sulfooxypropyl)-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.03,25.05,22.07,20.09,18.011,16.031,48.033,46.035,44.037,42]nonatetracontan-14-yl] hydrogen sulfate
• InChI: InChI=1S/C56H84O21S2/c1-10-12-29(2)13-17-52(5,58)51-31(4)21-40-39(72-51)27-47-56(9,75-40)50(57)49-43(71-47)25-42-48(73-49)30(3)14-18-54(7)45(70-42)28-44-55(8,77-54)19-15-32-33(69-44)22-35-34(66-32)23-36-37(67-35)24-41-38(68-36)26-46(76-79(62,63)64)53(6,74-41)16-11-20-65-78(59,60)61/h10,13,17,30,32-51,57-58H,1-2,4,11-12,14-16,18-28H2,3,5-9H3,(H,59,60,61)(H,62,63,64)/b17-13+/t30-,32-,33+,34+,35-,36-,37+,38+,39+,40-,41-,42-,43+,44-,45+,46-,47-,48+,49-,50+,51-,52+,53+,54-,55+,56+/m0/s1
• InChI Key: RVOXLHZDVJPIKK-SKPZWRALSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₄O₂₁S₂
• Molecular Weight: 1157.40 g/mol
• Exact Mass: 1156.49465203 g/mol
• Topological Polar Surface Area (TPSA): 286.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 5.45
• H-Bond Acceptor: 19
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9097	90.97%
Caco-2	-	0.8612	86.12%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4516	45.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8215	82.15%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8271	82.71%
BSEP inhibitior	+	0.9821	98.21%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.7906	79.06%
CYP3A4 substrate	+	0.7493	74.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.8812	88.12%
CYP2C9 inhibition	-	0.7647	76.47%
CYP2C19 inhibition	-	0.7116	71.16%
CYP2D6 inhibition	-	0.8719	87.19%
CYP1A2 inhibition	-	0.7262	72.62%
CYP2C8 inhibition	+	0.8268	82.68%
CYP inhibitory promiscuity	-	0.8269	82.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.7573	75.73%
Skin corrosion	-	0.9058	90.58%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7894	78.94%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8389	83.89%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6413	64.13%
Acute Oral Toxicity (c)	III	0.5735	57.35%
Estrogen receptor binding	+	0.7550	75.50%
Androgen receptor binding	+	0.7561	75.61%
Thyroid receptor binding	+	0.6569	65.69%
Glucocorticoid receptor binding	+	0.7795	77.95%
Aromatase binding	+	0.6406	64.06%
PPAR gamma	+	0.8063	80.63%
Honey bee toxicity	-	0.6284	62.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.94%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.29%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.66%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.37%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.56%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.40%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.29%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.98%	91.03%
CHEMBL1951	P21397	Monoamine oxidase A	89.96%	91.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.01%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.58%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.96%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	87.09%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.68%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.00%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.99%	95.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.88%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.52%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.45%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.18%	97.33%
CHEMBL220	P22303	Acetylcholinesterase	84.84%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.01%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.61%	98.95%
CHEMBL3820	P35557	Hexokinase type IV	83.58%	91.96%
CHEMBL340	P08684	Cytochrome P450 3A4	83.22%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.03%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.67%	96.61%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.18%	90.93%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.75%	82.38%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.30%	94.66%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.79%	96.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162800741
• LOTUS: LTS0176486
• wikiData: Q105246166