Curcumanolide D

Details

• Internal ID: 8677beaf-199a-4cdd-86f8-64801543b2a6
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5R,6R,9S)-3-(2-hydroxypropan-2-yl)-6-methyl-9-prop-1-en-2-yl-1-oxaspiro[4.4]non-3-en-2-one
• SMILES (Canonical): CC1CCC(C12C=C(C(=O)O2)C(C)(C)O)C(=C)C
• SMILES (Isomeric): C[C@@H]1CC[C@H]([C@]12C=C(C(=O)O2)C(C)(C)O)C(=C)C
• InChI: InChI=1S/C15H22O3/c1-9(2)11-7-6-10(3)15(11)8-12(13(16)18-15)14(4,5)17/h8,10-11,17H,1,6-7H2,2-5H3/t10-,11+,15+/m1/s1
• InChI Key: PULYPMUFWFJDDV-ZETOZRRWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL2332424

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.6617	66.17%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5203	52.03%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9302	93.02%
OATP1B3 inhibitior	+	0.8576	85.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9186	91.86%
P-glycoprotein inhibitior	-	0.8902	89.02%
P-glycoprotein substrate	-	0.8539	85.39%
CYP3A4 substrate	+	0.5749	57.49%
CYP2C9 substrate	-	0.6085	60.85%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.8273	82.73%
CYP2C9 inhibition	-	0.8435	84.35%
CYP2C19 inhibition	-	0.8383	83.83%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	+	0.6189	61.89%
CYP2C8 inhibition	-	0.9091	90.91%
CYP inhibitory promiscuity	-	0.9130	91.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5171	51.71%
Eye corrosion	-	0.9568	95.68%
Eye irritation	-	0.6330	63.30%
Skin irritation	+	0.6693	66.93%
Skin corrosion	-	0.8034	80.34%
Ames mutagenesis	-	0.6782	67.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4654	46.54%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6574	65.74%
skin sensitisation	+	0.5749	57.49%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7943	79.43%
Acute Oral Toxicity (c)	III	0.6074	60.74%
Estrogen receptor binding	-	0.7247	72.47%
Androgen receptor binding	-	0.4881	48.81%
Thyroid receptor binding	+	0.6035	60.35%
Glucocorticoid receptor binding	-	0.7360	73.60%
Aromatase binding	-	0.7598	75.98%
PPAR gamma	-	0.7714	77.14%
Honey bee toxicity	-	0.8907	89.07%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9657	96.57%

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	96.69%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.18%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.52%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.86%	96.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.43%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.32%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.04%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.87%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.33%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	81.17%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.00%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.54%	94.73%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.53%	93.04%

Plants that contains it

• Curcuma heyneana

Cross-Links

• PubChem: 71578720
• NPASS: NPC78677
• LOTUS: LTS0039887
• wikiData: Q105215158