Peridinin

Details

• Internal ID: 34e20fb3-b97f-44f5-94ed-950c7e939d0b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• SMILES (Canonical): CC(=CC=CC=CC=C(C)C=C1C=C(C(=O)O1)C=CC23C(CC(CC2(O3)C)O)(C)C)C=C=C4C(CC(CC4(C)O)OC(=O)C)(C)C
• SMILES (Isomeric): C/C(=C\C=C\C=C\C=C(/C)\C=C/1\C=C(C(=O)O1)/C=C/[C@]23[C@](O2)(C[C@H](CC3(C)C)O)C)/C=C=C4[C@](C[C@H](CC4(C)C)OC(=O)C)(C)O
• InChI: InChI=1S/C39H50O7/c1-26(16-17-33-35(4,5)24-32(44-28(3)40)25-37(33,8)43)14-12-10-11-13-15-27(2)20-31-21-29(34(42)45-31)18-19-39-36(6,7)22-30(41)23-38(39,9)46-39/h10-16,18-21,30,32,41,43H,22-25H2,1-9H3/b12-10+,13-11+,19-18+,26-14+,27-15+,31-20-/t17?,30-,32-,37+,38+,39-/m0/s1
• InChI Key: UYRDHEJRPVSJFM-VSWVFQEASA-N
• Popularity: 137 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₀O₇
• Molecular Weight: 630.80 g/mol
• Exact Mass: 630.35565393 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 7.21
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• 33281-81-1
• CHEMBL1980535
• NSC679586
• [(1S,3R)-3-hydroxy-4-[(3E,5E,7E,9E,11Z)-11-[4-[(E)-2-[(1R,3S,6S)-3-hydroxy-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-6-yl]ethenyl]-5-oxofuran-2-ylidene]-3,10-dimethylundeca-1,3,5,7,9-pentaenylidene]-3,5,5-trimethylcyclohexyl] acetate
• SCHEMBL135779
• DTXSID20903948
• BDBM50525245
• LMPR01070007
• DB03001
• NSC-679586
• Q2080033
• (1S,3R,4R)-3-hydroxy-4-{(3E,5E,7E,9E,11Z)-11-[4-{(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]hept-1-yl]ethenyl}-5-oxofuran-2(5H)-ylidene]-3,10-dimethylundeca-1,3,5,7,9-pentaen-1-ylidene}-3,5,5-trimethylcyclohexyl acetate
• 2(5H)-Furanone, 5-(11-(4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene)-2,9-dimethyl-2,4,6,8,10-undecapentaenylidene)-3-(2-(4-hydroxy-2,2,6-trimethyl-7-oxabicyclo(4.1.0)hept-1-yl)ethenyl)-, (1S-(1alpha(E(5Z(2E,4E,6E,8E,11(1S*,2S*,4R*)))),4alpha,6alpha))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9584	95.84%
Caco-2	-	0.8333	83.33%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6817	68.17%
OATP2B1 inhibitior	+	0.5718	57.18%
OATP1B1 inhibitior	+	0.8172	81.72%
OATP1B3 inhibitior	+	0.9070	90.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9908	99.08%
P-glycoprotein inhibitior	+	0.8322	83.22%
P-glycoprotein substrate	+	0.5590	55.90%
CYP3A4 substrate	+	0.7147	71.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.6770	67.70%
CYP2C9 inhibition	-	0.7788	77.88%
CYP2C19 inhibition	-	0.7752	77.52%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.8716	87.16%
CYP2C8 inhibition	+	0.6653	66.53%
CYP inhibitory promiscuity	-	0.8134	81.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.4054	40.54%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.6446	64.46%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8423	84.23%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.6304	63.04%
skin sensitisation	-	0.7086	70.86%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5736	57.36%
Acute Oral Toxicity (c)	I	0.4497	44.97%
Estrogen receptor binding	+	0.8420	84.20%
Androgen receptor binding	+	0.7269	72.69%
Thyroid receptor binding	+	0.7049	70.49%
Glucocorticoid receptor binding	+	0.7782	77.82%
Aromatase binding	+	0.6273	62.73%
PPAR gamma	+	0.7371	73.71%
Honey bee toxicity	-	0.6399	63.99%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9821	98.21%

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	98.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.02%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.81%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.85%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.22%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.51%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.90%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.17%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.09%	82.69%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.24%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.19%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.86%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5289155
• LOTUS: LTS0260903
• wikiData: Q2080033