Paeoniflorgenin

Details

• Internal ID: 751ba176-0449-4655-b039-d146a4e93c2e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(1R,2S,3R,5R,6R,8S)-3,6-dihydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.02,5.03,8]decan-2-yl]methyl benzoate
• SMILES (Canonical): CC12CC3(C4CC1(C4(C(O2)O3)COC(=O)C5=CC=CC=C5)O)O
• SMILES (Isomeric): C[C@]12C[C@@]3([C@@H]4C[C@]1([C@@]4([C@H](O2)O3)COC(=O)C5=CC=CC=C5)O)O
• InChI: InChI=1S/C17H18O6/c1-14-8-16(19)11-7-17(14,20)15(11,13(22-14)23-16)9-21-12(18)10-5-3-2-4-6-10/h2-6,11,13,19-20H,7-9H2,1H3/t11-,13-,14+,15+,16-,17+/m1/s1
• InChI Key: GWQHMWOOQLVRLG-JGAAPJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 697300-41-7
• HY-N7686
• AKOS040756141
• MS-24696
• CS-0135211

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9579	95.79%
Caco-2	-	0.6379	63.79%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7061	70.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8228	82.28%
P-glycoprotein inhibitior	-	0.8813	88.13%
P-glycoprotein substrate	-	0.8217	82.17%
CYP3A4 substrate	+	0.6054	60.54%
CYP2C9 substrate	-	0.5955	59.55%
CYP2D6 substrate	-	0.8570	85.70%
CYP3A4 inhibition	-	0.7855	78.55%
CYP2C9 inhibition	-	0.8593	85.93%
CYP2C19 inhibition	-	0.7710	77.10%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.8454	84.54%
CYP2C8 inhibition	-	0.5818	58.18%
CYP inhibitory promiscuity	-	0.9053	90.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5231	52.31%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8391	83.91%
Skin irritation	-	0.6999	69.99%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6821	68.21%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.7390	73.90%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8222	82.22%
Acute Oral Toxicity (c)	I	0.3702	37.02%
Estrogen receptor binding	+	0.8910	89.10%
Androgen receptor binding	+	0.7165	71.65%
Thyroid receptor binding	+	0.6321	63.21%
Glucocorticoid receptor binding	+	0.5636	56.36%
Aromatase binding	+	0.7595	75.95%
PPAR gamma	+	0.7369	73.69%
Honey bee toxicity	-	0.9202	92.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5845	58.45%
Fish aquatic toxicity	+	0.9742	97.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.95%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.44%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.18%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.18%	90.17%
CHEMBL2581	P07339	Cathepsin D	86.93%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.97%	94.62%
CHEMBL5028	O14672	ADAM10	82.09%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.42%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.18%	97.09%

Plants that contains it

• Scrophularia nodosa

Cross-Links

• PubChem: 11973336
• NPASS: NPC41672