Paeonisuffrone

Details

• Internal ID: b6a83c2c-4a27-4c4a-97b2-199a2e7c2f02
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1R,3R,6S,9R)-1-hydroxy-9-(hydroxymethyl)-6-methyl-7-oxatricyclo[4.3.0.03,9]nonan-4-one
• SMILES (Canonical): CC12CC(=O)C3CC1(C3(CO2)CO)O
• SMILES (Isomeric): C[C@]12CC(=O)[C@@H]3C[C@]1([C@@]3(CO2)CO)O
• InChI: InChI=1S/C10H14O4/c1-8-3-7(12)6-2-10(8,13)9(6,4-11)5-14-8/h6,11,13H,2-5H2,1H3/t6-,8-,9+,10-/m0/s1
• InChI Key: VUWIQYBIXGUMAJ-MCNGFCJOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.22 g/mol
• Exact Mass: 198.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.52
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (1R,3R,6S,9R)-1-hydroxy-9-(hydroxymethyl)-6-methyl-7-oxatricyclo[4.3.0.03,9]nonan-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9378	93.78%
Caco-2	+	0.6021	60.21%
Blood Brain Barrier	+	0.5635	56.35%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4956	49.56%
OATP2B1 inhibitior	-	0.8410	84.10%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9660	96.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8567	85.67%
BSEP inhibitior	-	0.8474	84.74%
P-glycoprotein inhibitior	-	0.9827	98.27%
P-glycoprotein substrate	-	0.8174	81.74%
CYP3A4 substrate	+	0.5182	51.82%
CYP2C9 substrate	-	0.8202	82.02%
CYP2D6 substrate	-	0.8196	81.96%
CYP3A4 inhibition	-	0.8776	87.76%
CYP2C9 inhibition	-	0.8263	82.63%
CYP2C19 inhibition	-	0.7692	76.92%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	-	0.8611	86.11%
CYP2C8 inhibition	-	0.9816	98.16%
CYP inhibitory promiscuity	-	0.9067	90.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5603	56.03%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.6210	62.10%
Skin irritation	-	0.6953	69.53%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8311	83.11%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5494	54.94%
skin sensitisation	-	0.8919	89.19%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7869	78.69%
Acute Oral Toxicity (c)	III	0.4780	47.80%
Estrogen receptor binding	-	0.6567	65.67%
Androgen receptor binding	+	0.6477	64.77%
Thyroid receptor binding	-	0.8824	88.24%
Glucocorticoid receptor binding	-	0.6895	68.95%
Aromatase binding	-	0.6688	66.88%
PPAR gamma	-	0.6274	62.74%
Honey bee toxicity	-	0.9074	90.74%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8556	85.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.67%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.68%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.63%	96.77%
CHEMBL2581	P07339	Cathepsin D	88.91%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.41%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.28%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.25%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.44%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.10%	89.00%

Plants that contains it

• Paeonia suffruticosa

Cross-Links

• PubChem: 10104180
• LOTUS: LTS0066379
• wikiData: Q104402813