Ciparasin P

Details

• Internal ID: 29851b56-96aa-4a9d-bab5-ed698d78b012
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1R,3S,3aS,4R,5R,6S)-6-[(2S,3R,4R,5S)-5-acetyloxy-2-(acetyloxymethyl)-3-(2-methoxy-2-oxoethyl)-2,4-dimethyl-7-oxooxepan-4-yl]-5-formyloxy-3-(furan-3-yl)-1-hydroxy-7-(methoxymethyl)-3a-methyl-1,2,3,4,5,6-hexahydroinden-4-yl] 2-hydroxy-3-methylpentanoate
• SMILES (Canonical): CCC(C)C(C(=O)OC1C(C(C(=C2C1(C(CC2O)C3=COC=C3)C)COC)C4(C(CC(=O)OC(C4CC(=O)OC)(C)COC(=O)C)OC(=O)C)C)OC=O)O
• SMILES (Isomeric): CCC(C)C(C(=O)O[C@H]1[C@@H]([C@@H](C(=C2[C@@]1([C@@H](C[C@H]2O)C3=COC=C3)C)COC)[C@]4([C@H](CC(=O)O[C@]([C@@H]4CC(=O)OC)(C)COC(=O)C)OC(=O)C)C)OC=O)O
• InChI: InChI=1S/C39H54O16/c1-10-20(2)33(46)36(47)54-35-34(52-19-40)32(24(17-48-8)31-26(43)13-25(38(31,35)6)23-11-12-50-16-23)39(7)27(14-29(44)49-9)37(5,18-51-21(3)41)55-30(45)15-28(39)53-22(4)42/h11-12,16,19-20,25-28,32-35,43,46H,10,13-15,17-18H2,1-9H3/t20?,25-,26+,27-,28-,32+,33?,34+,35-,37+,38-,39+/m0/s1
• InChI Key: BSFJETRYHFLUBE-XVZYNQNKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₄O₁₆
• Molecular Weight: 778.80 g/mol
• Exact Mass: 778.34118563 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 16
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

• CHEMBL3582108
• [(1R,3S,3aS,4R,5R,6S)-6-[(2S,3R,4R,5S)-5-acetoxy-2-(acetoxymethyl)-3-(2-methoxy-2-oxo-ethyl)-2,4-dimethyl-7-oxo-oxepan-4-yl]-5-formyloxy-3-(3-furyl)-1-hydroxy-7-(methoxymethyl)-3a-methyl-1,2,3,4,5,6-hexahydroinden-4-yl] 2-hydroxy-3-methyl-pentanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	-	0.8359	83.59%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7175	71.75%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	-	0.4045	40.45%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9837	98.37%
P-glycoprotein inhibitior	+	0.8192	81.92%
P-glycoprotein substrate	+	0.7678	76.78%
CYP3A4 substrate	+	0.7275	72.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	+	0.6585	65.85%
CYP2C9 inhibition	-	0.7338	73.38%
CYP2C19 inhibition	-	0.8015	80.15%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.8294	82.94%
CYP2C8 inhibition	+	0.8217	82.17%
CYP inhibitory promiscuity	-	0.8919	89.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4405	44.05%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.6661	66.61%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3742	37.42%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8622	86.22%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6030	60.30%
Acute Oral Toxicity (c)	I	0.3527	35.27%
Estrogen receptor binding	+	0.8113	81.13%
Androgen receptor binding	+	0.7531	75.31%
Thyroid receptor binding	+	0.5545	55.45%
Glucocorticoid receptor binding	+	0.7980	79.80%
Aromatase binding	+	0.6485	64.85%
PPAR gamma	+	0.7837	78.37%
Honey bee toxicity	-	0.6135	61.35%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.41%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.55%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.78%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.44%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.82%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.94%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.05%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.01%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.78%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.90%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.67%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.41%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.19%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.76%	89.50%
CHEMBL4208	P20618	Proteasome component C5	84.65%	90.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.08%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.81%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.76%	95.71%
CHEMBL5028	O14672	ADAM10	83.32%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	83.14%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	82.86%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.18%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.85%	95.89%
CHEMBL299	P17252	Protein kinase C alpha	81.49%	98.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.44%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.94%	91.07%

Plants that contains it

• Cipadessa baccifera

Cross-Links

• PubChem: 122179355
• LOTUS: LTS0260282
• wikiData: Q104945226