(1S,2S,5R,7R,8S)-5-hydroxy-2,6,6,11-tetramethyltricyclo[5.4.0.02,8]undec-10-en-9-one

Details

• Internal ID: ba19ba92-17e6-4dd8-b679-da2df64cb163
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2S,5R,7R,8S)-5-hydroxy-2,6,6,11-tetramethyltricyclo[5.4.0.02,8]undec-10-en-9-one
• InChI: InChI=1S/C15H22O2/c1-8-7-9(16)12-13-11(8)15(12,4)6-5-10(17)14(13,2)3/h7,10-13,17H,5-6H2,1-4H3/t10-,11-,12+,13-,15+/m1/s1
• InChI Key: ZSUBHNATSGTQDE-VVSAWPALSA-N
• Popularity: 2 references 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: 2.00
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6136	61.36%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6148	61.48%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9707	97.07%
P-glycoprotein inhibitior	-	0.9164	91.64%
P-glycoprotein substrate	-	0.9175	91.75%
CYP3A4 substrate	+	0.6151	61.51%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.6403	64.03%
CYP2C9 inhibition	-	0.8306	83.06%
CYP2C19 inhibition	-	0.7616	76.16%
CYP2D6 inhibition	-	0.8905	89.05%
CYP1A2 inhibition	-	0.7987	79.87%
CYP2C8 inhibition	-	0.9380	93.80%
CYP inhibitory promiscuity	-	0.8630	86.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5113	51.13%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.7281	72.81%
Skin irritation	+	0.5987	59.87%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.8723	87.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5837	58.37%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6857	68.57%
skin sensitisation	+	0.6698	66.98%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7083	70.83%
Acute Oral Toxicity (c)	III	0.7343	73.43%
Estrogen receptor binding	-	0.4942	49.42%
Androgen receptor binding	+	0.5325	53.25%
Thyroid receptor binding	+	0.5461	54.61%
Glucocorticoid receptor binding	-	0.6020	60.20%
Aromatase binding	-	0.8496	84.96%
PPAR gamma	-	0.7854	78.54%
Honey bee toxicity	-	0.8834	88.34%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9372	93.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.81%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.96%	98.95%
CHEMBL1871	P10275	Androgen Receptor	87.31%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.05%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.57%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	84.31%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	83.75%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.43%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.95%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.67%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.65%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.77%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.14%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.00%	94.45%

Plants that contains it

• Artemisia douglasiana

Cross-Links

• PubChem: 51009894
• LOTUS: LTS0209334
• wikiData: Q105382724