Cedrin

Details

• Internal ID: c0468c51-598d-4439-b448-59aa43e584b0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins > Epigallocatechins
• IUPAC Name: (2R,3R)-3,5,7-trihydroxy-6-methyl-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C(C2=C(C=C1O)OC(C(C2=O)O)C3=CC(=C(C(=C3)O)O)O)O
• SMILES (Isomeric): CC1=C(C2=C(C=C1O)O[C@@H]([C@H](C2=O)O)C3=CC(=C(C(=C3)O)O)O)O
• InChI: InChI=1S/C16H14O8/c1-5-7(17)4-10-11(12(5)20)14(22)15(23)16(24-10)6-2-8(18)13(21)9(19)3-6/h2-4,15-21,23H,1H3/t15-,16+/m0/s1
• InChI Key: NZRLODDQFPZTPM-JKSUJKDBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₈
• Molecular Weight: 334.28 g/mol
• Exact Mass: 334.06886740 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 1

Synonyms

• 75513-81-4
• (2R,3R)-3,5,7-trihydroxy-6-methyl-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one
• HY-N3562
• AKOS040761477
• FS-9408
• CS-0023846

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9215	92.15%
Caco-2	-	0.8929	89.29%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6668	66.68%
OATP2B1 inhibitior	-	0.5587	55.87%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.9805	98.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8086	80.86%
P-glycoprotein inhibitior	-	0.8985	89.85%
P-glycoprotein substrate	-	0.9403	94.03%
CYP3A4 substrate	-	0.5232	52.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8133	81.33%
CYP3A4 inhibition	+	0.6045	60.45%
CYP2C9 inhibition	-	0.7238	72.38%
CYP2C19 inhibition	-	0.9042	90.42%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	+	0.9469	94.69%
CYP2C8 inhibition	-	0.7779	77.79%
CYP inhibitory promiscuity	+	0.6096	60.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6726	67.26%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.8074	80.74%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8763	87.63%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6452	64.52%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.8136	81.36%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6280	62.80%
Acute Oral Toxicity (c)	III	0.4534	45.34%
Estrogen receptor binding	+	0.6974	69.74%
Androgen receptor binding	+	0.6808	68.08%
Thyroid receptor binding	+	0.6840	68.40%
Glucocorticoid receptor binding	+	0.6463	64.63%
Aromatase binding	-	0.5074	50.74%
PPAR gamma	+	0.6912	69.12%
Honey bee toxicity	-	0.9478	94.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9153	91.53%

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	97.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.23%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.47%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.33%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.11%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	85.98%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.17%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.53%	99.15%
CHEMBL2581	P07339	Cathepsin D	84.21%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.92%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.43%	86.33%

Plants that contains it

• Cedrus deodara
• Clerodendrum indicum

Cross-Links

• PubChem: 21721881
• LOTUS: LTS0237514
• wikiData: Q105331257