15-Hydroxyprocurcurmenol

Details

• Internal ID: 144fc111-5cee-4c44-a97e-5f1eefdbdaf5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (3S,3aS,8aR)-3-hydroxy-8-(hydroxymethyl)-3-methyl-5-propan-2-ylidene-2,3a,4,8a-tetrahydro-1H-azulen-6-one
• SMILES (Canonical): CC(=C1CC2C(CCC2(C)O)C(=CC1=O)CO)C
• SMILES (Isomeric): CC(=C1C[C@H]2[C@@H](CC[C@]2(C)O)C(=CC1=O)CO)C
• InChI: InChI=1S/C15H22O3/c1-9(2)12-7-13-11(4-5-15(13,3)18)10(8-16)6-14(12)17/h6,11,13,16,18H,4-5,7-8H2,1-3H3/t11-,13-,15-/m0/s1
• InChI Key: RXDNOEVQPBWPMH-WHOFXGATSA-N
• Popularity: 2 references 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): 57.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL2332421

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.6310	63.10%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6841	68.41%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5482	54.82%
BSEP inhibitior	-	0.8926	89.26%
P-glycoprotein inhibitior	-	0.9446	94.46%
P-glycoprotein substrate	-	0.8069	80.69%
CYP3A4 substrate	+	0.6102	61.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8912	89.12%
CYP3A4 inhibition	-	0.7752	77.52%
CYP2C9 inhibition	-	0.6960	69.60%
CYP2C19 inhibition	-	0.9137	91.37%
CYP2D6 inhibition	-	0.9293	92.93%
CYP1A2 inhibition	-	0.8168	81.68%
CYP2C8 inhibition	-	0.8508	85.08%
CYP inhibitory promiscuity	-	0.8507	85.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6378	63.78%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.6290	62.90%
Skin irritation	-	0.5596	55.96%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.6824	68.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4471	44.71%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.6964	69.64%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5778	57.78%
Acute Oral Toxicity (c)	III	0.6595	65.95%
Estrogen receptor binding	-	0.6318	63.18%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5521	55.21%
Glucocorticoid receptor binding	-	0.5318	53.18%
Aromatase binding	-	0.8227	82.27%
PPAR gamma	-	0.8331	83.31%
Honey bee toxicity	-	0.9249	92.49%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9512	95.12%

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	95.89%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.76%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	92.54%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.81%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.36%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.87%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.50%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.41%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	82.37%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.40%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	81.25%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.11%	95.89%

Plants that contains it

• Curcuma heyneana
• Curcuma phaeocaulis

Cross-Links

• PubChem: 71578717
• NPASS: NPC133844
• ChEMBL: CHEMBL2332421
• LOTUS: LTS0083643
• wikiData: Q105246949