12-Hydroxycurcumenol

Details

• Internal ID: 75265eb7-c1b2-4a41-89ea-9809616aeb35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (1S,2S,5S,8R,9E)-9-(1-hydroxypropan-2-ylidene)-2,6-dimethyl-11-oxatricyclo[6.2.1.01,5]undec-6-en-8-ol
• SMILES (Canonical): CC1CCC2C13CC(=C(C)CO)C(O3)(C=C2C)O
• SMILES (Isomeric): C[C@H]1CC[C@@H]2[C@]13C/C(=C(/C)\CO)/[C@](O3)(C=C2C)O
• InChI: InChI=1S/C15H22O3/c1-9-6-15(17)13(10(2)8-16)7-14(18-15)11(3)4-5-12(9)14/h6,11-12,16-17H,4-5,7-8H2,1-3H3/b13-10+/t11-,12-,14-,15+/m0/s1
• InChI Key: DEZWKBHSCPUCDO-NZLQWCMJSA-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): 49.70 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL2332422

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	+	0.7663	76.63%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6469	64.69%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6102	61.02%
BSEP inhibitior	-	0.9119	91.19%
P-glycoprotein inhibitior	-	0.9289	92.89%
P-glycoprotein substrate	-	0.6570	65.70%
CYP3A4 substrate	+	0.5193	51.93%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7940	79.40%
CYP3A4 inhibition	-	0.6538	65.38%
CYP2C9 inhibition	-	0.8447	84.47%
CYP2C19 inhibition	-	0.8597	85.97%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.7067	70.67%
CYP2C8 inhibition	-	0.8689	86.89%
CYP inhibitory promiscuity	-	0.7627	76.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6291	62.91%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8676	86.76%
Skin irritation	-	0.6390	63.90%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.6624	66.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.3990	39.90%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5350	53.50%
skin sensitisation	-	0.8215	82.15%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5716	57.16%
Acute Oral Toxicity (c)	III	0.5686	56.86%
Estrogen receptor binding	-	0.7185	71.85%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5482	54.82%
Glucocorticoid receptor binding	-	0.6708	67.08%
Aromatase binding	-	0.6842	68.42%
PPAR gamma	-	0.7260	72.60%
Honey bee toxicity	-	0.9296	92.96%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9380	93.80%

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	93.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.61%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.76%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.30%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.22%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.20%	97.79%
CHEMBL2581	P07339	Cathepsin D	84.77%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.26%	94.80%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.70%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.39%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.43%	93.04%

Plants that contains it

• Curcuma heyneana

Cross-Links

• PubChem: 71578718
• NPASS: NPC470944
• ChEMBL: CHEMBL2332422
• LOTUS: LTS0238493
• wikiData: Q104977696