9-Oxoneoprocurcumenol

Details

• Internal ID: a8a6b4a6-d667-4373-8944-77fcf86b6e9b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,8aS)-1-hydroxy-1,4-dimethyl-7-propan-2-ylidene-2,3,8,8a-tetrahydroazulene-5,6-dione
• SMILES (Canonical): CC1=C2CCC(C2CC(=C(C)C)C(=O)C1=O)(C)O
• SMILES (Isomeric): CC1=C2CC[C@]([C@H]2CC(=C(C)C)C(=O)C1=O)(C)O
• InChI: InChI=1S/C15H20O3/c1-8(2)11-7-12-10(5-6-15(12,4)18)9(3)13(16)14(11)17/h12,18H,5-7H2,1-4H3/t12-,15-/m0/s1
• InChI Key: SEILXRWABYBNIT-WFASDCNBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.7293	72.93%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7890	78.90%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.9381	93.81%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9224	92.24%
P-glycoprotein inhibitior	-	0.8814	88.14%
P-glycoprotein substrate	-	0.9115	91.15%
CYP3A4 substrate	+	0.5506	55.06%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.8429	84.29%
CYP2C9 inhibition	-	0.7192	71.92%
CYP2C19 inhibition	-	0.6171	61.71%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.8061	80.61%
CYP2C8 inhibition	-	0.9712	97.12%
CYP inhibitory promiscuity	-	0.9424	94.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5817	58.17%
Eye corrosion	-	0.9868	98.68%
Eye irritation	+	0.7458	74.58%
Skin irritation	+	0.6469	64.69%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4784	47.84%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7263	72.63%
skin sensitisation	-	0.6119	61.19%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5187	51.87%
Acute Oral Toxicity (c)	III	0.4878	48.78%
Estrogen receptor binding	+	0.5481	54.81%
Androgen receptor binding	+	0.5618	56.18%
Thyroid receptor binding	-	0.5614	56.14%
Glucocorticoid receptor binding	-	0.5934	59.34%
Aromatase binding	-	0.8295	82.95%
PPAR gamma	-	0.7458	74.58%
Honey bee toxicity	-	0.8447	84.47%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9790	97.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.59%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.25%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.46%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.04%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.17%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.51%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.00%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	82.00%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.68%	96.90%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.61%	93.03%

Plants that contains it

• Adiantum capillus-veneris
• Curcuma aromatica
• Fraxinus quadrangulata
• Goniothalamus borneensis
• Jacobaea maritima

Cross-Links

• PubChem: 101720148
• NPASS: NPC266439
• LOTUS: LTS0226771
• wikiData: Q105251215