10-Hydroxyverbenone

Details

• Internal ID: c6b1fbdd-3a64-4af3-b64c-4f0585981eb9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1R,5R)-4-(hydroxymethyl)-6,6-dimethylbicyclo[3.1.1]hept-3-en-2-one
• SMILES (Canonical): CC1(C2CC1C(=O)C=C2CO)C
• SMILES (Isomeric): CC1([C@H]2C[C@H]1C(=O)C=C2CO)C
• InChI: InChI=1S/C10H14O2/c1-10(2)7-4-8(10)9(12)3-6(7)5-11/h3,7-8,11H,4-5H2,1-2H3/t7-,8-/m0/s1
• InChI Key: ASMNARPOFDJRQZ-YUMQZZPRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22 g/mol
• Exact Mass: 166.099379685 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.7313	73.13%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6829	68.29%
OATP2B1 inhibitior	-	0.8457	84.57%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.9315	93.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9495	94.95%
P-glycoprotein inhibitior	-	0.9843	98.43%
P-glycoprotein substrate	-	0.9001	90.01%
CYP3A4 substrate	-	0.5498	54.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8834	88.34%
CYP3A4 inhibition	-	0.7888	78.88%
CYP2C9 inhibition	-	0.6792	67.92%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8270	82.70%
CYP1A2 inhibition	-	0.6459	64.59%
CYP2C8 inhibition	-	0.9858	98.58%
CYP inhibitory promiscuity	-	0.6210	62.10%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8213	82.13%
Carcinogenicity (trinary)	Non-required	0.5997	59.97%
Eye corrosion	-	0.9582	95.82%
Eye irritation	+	0.7034	70.34%
Skin irritation	-	0.6278	62.78%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6454	64.54%
Micronuclear	-	0.7851	78.51%
Hepatotoxicity	+	0.5617	56.17%
skin sensitisation	+	0.5715	57.15%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4528	45.28%
Acute Oral Toxicity (c)	III	0.7590	75.90%
Estrogen receptor binding	-	0.8585	85.85%
Androgen receptor binding	-	0.6605	66.05%
Thyroid receptor binding	-	0.8553	85.53%
Glucocorticoid receptor binding	-	0.7446	74.46%
Aromatase binding	-	0.9158	91.58%
PPAR gamma	-	0.8406	84.06%
Honey bee toxicity	-	0.9385	93.85%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9494	94.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.89%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.15%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.60%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.40%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.76%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.69%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.93%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.62%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.88%	94.45%

Plants that contains it

• Hansenia weberbaueriana
• Helianthus occidentalis
• Paeonia lactiflora

Cross-Links

• PubChem: 101594685
• NPASS: NPC80132
• LOTUS: LTS0244296
• wikiData: Q104917941