Neoprocurcumenol

Details

• Internal ID: c5f026bd-e1bd-4e01-9c52-00e7dec6e4b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3S,3aS)-3-hydroxy-3,8-dimethyl-5-propan-2-ylidene-2,3a,4,7-tetrahydro-1H-azulen-6-one
• SMILES (Canonical): CC1=C2CCC(C2CC(=C(C)C)C(=O)C1)(C)O
• SMILES (Isomeric): CC1=C2CC[C@]([C@H]2CC(=C(C)C)C(=O)C1)(C)O
• InChI: InChI=1S/C15H22O2/c1-9(2)12-8-13-11(5-6-15(13,4)17)10(3)7-14(12)16/h13,17H,5-8H2,1-4H3/t13-,15-/m0/s1
• InChI Key: DAUDFKSHOYLOOB-ZFWWWQNUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 102130-91-6
• (3S,3aS)-3-hydroxy-3,8-dimethyl-5-propan-2-ylidene-2,3a,4,7-tetrahydro-1H-azulen-6-one
• DTXSID401019969
• HY-N8585
• AKOS040762108
• CS-0148669

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7990	79.90%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6560	65.60%
OATP2B1 inhibitior	-	0.8453	84.53%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8534	85.34%
P-glycoprotein inhibitior	-	0.8956	89.56%
P-glycoprotein substrate	-	0.9101	91.01%
CYP3A4 substrate	+	0.5667	56.67%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	-	0.8815	88.15%
CYP3A4 inhibition	-	0.9043	90.43%
CYP2C9 inhibition	-	0.7758	77.58%
CYP2C19 inhibition	-	0.7002	70.02%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.6817	68.17%
CYP2C8 inhibition	-	0.9587	95.87%
CYP inhibitory promiscuity	-	0.8973	89.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5334	53.34%
Eye corrosion	-	0.9844	98.44%
Eye irritation	+	0.9508	95.08%
Skin irritation	+	0.6935	69.35%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.7237	72.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4724	47.24%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.7041	70.41%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4878	48.78%
Acute Oral Toxicity (c)	III	0.7132	71.32%
Estrogen receptor binding	-	0.7163	71.63%
Androgen receptor binding	-	0.6554	65.54%
Thyroid receptor binding	-	0.6024	60.24%
Glucocorticoid receptor binding	-	0.6519	65.19%
Aromatase binding	-	0.8138	81.38%
PPAR gamma	-	0.7713	77.13%
Honey bee toxicity	-	0.8922	89.22%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9668	96.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.57%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.00%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.87%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.93%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.65%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.40%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	81.14%	91.19%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.53%	85.30%

Plants that contains it

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

Cross-Links

• PubChem: 14543200
• NPASS: NPC154956
• LOTUS: LTS0245940
• wikiData: Q104973995