Celephthalide C

Details

• Internal ID: 5a81bf39-f72f-413d-92fa-30c437bac63b
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (3R,3aS)-3-[(3S)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-3a,4,5,6-tetrahydro-3H-2-benzofuran-1-one
• SMILES (Canonical): CC(CCC1C2CCCC=C2C(=O)O1)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C[C@@H](CC[C@@H]1[C@H]2CCCC=C2C(=O)O1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C18H28O8/c1-9(24-18-16(22)15(21)14(20)13(8-19)26-18)6-7-12-10-4-2-3-5-11(10)17(23)25-12/h5,9-10,12-16,18-22H,2-4,6-8H2,1H3/t9-,10-,12+,13+,14+,15-,16+,18+/m0/s1
• InChI Key: ZMZOLLLUCBNZTC-BVWOKLKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₈
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.17841785 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8630	86.30%
Caco-2	-	0.7854	78.54%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8283	82.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8884	88.84%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5894	58.94%
P-glycoprotein inhibitior	-	0.8358	83.58%
P-glycoprotein substrate	-	0.8156	81.56%
CYP3A4 substrate	+	0.5902	59.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.9369	93.69%
CYP2C9 inhibition	-	0.9026	90.26%
CYP2C19 inhibition	-	0.8757	87.57%
CYP2D6 inhibition	-	0.8717	87.17%
CYP1A2 inhibition	-	0.7371	73.71%
CYP2C8 inhibition	-	0.8581	85.81%
CYP inhibitory promiscuity	-	0.7981	79.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6575	65.75%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9750	97.50%
Skin irritation	-	0.6655	66.55%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5530	55.30%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7157	71.57%
skin sensitisation	-	0.8947	89.47%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5667	56.67%
Acute Oral Toxicity (c)	III	0.4978	49.78%
Estrogen receptor binding	-	0.4739	47.39%
Androgen receptor binding	-	0.5433	54.33%
Thyroid receptor binding	+	0.6209	62.09%
Glucocorticoid receptor binding	-	0.5167	51.67%
Aromatase binding	+	0.6575	65.75%
PPAR gamma	-	0.6443	64.43%
Honey bee toxicity	-	0.8503	85.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	+	0.9615	96.15%

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	97.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.04%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.68%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	91.61%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.45%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.96%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.80%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.30%	93.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.01%	90.08%

Plants that contains it

• Apium graveolens

Cross-Links

• PubChem: 11280198
• NPASS: NPC48336
• LOTUS: LTS0239338
• wikiData: Q105379870