(1S,2S,3S,7R,8S)-3-hydroxy-2,6,6,11-tetramethyltricyclo[5.4.0.02,8]undec-10-en-9-one

Details

• Internal ID: 0f8bc31b-fe9d-4029-80d2-e1de0187d5cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1S,2S,3S,7R,8S)-3-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)10(17)5-6-14(13,2)3/h7,10-13,17H,5-6H2,1-4H3/t10-,11+,12-,13+,15-/m0/s1
• InChI Key: OHOHYEGETNXOJK-ARUSPNSKSA-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	+	0.7013	70.13%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6148	61.48%
OATP2B1 inhibitior	-	0.8493	84.93%
OATP1B1 inhibitior	+	0.8914	89.14%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9730	97.30%
P-glycoprotein inhibitior	-	0.9033	90.33%
P-glycoprotein substrate	-	0.8757	87.57%
CYP3A4 substrate	+	0.5865	58.65%
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	-	0.9256	92.56%
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	-	0.7530	75.30%
Skin irritation	+	0.5987	59.87%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.7823	78.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5553	55.53%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5357	53.57%
skin sensitisation	+	0.6698	66.98%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6568	65.68%
Acute Oral Toxicity (c)	III	0.7343	73.43%
Estrogen receptor binding	-	0.5790	57.90%
Androgen receptor binding	+	0.5566	55.66%
Thyroid receptor binding	-	0.5499	54.99%
Glucocorticoid receptor binding	-	0.7413	74.13%
Aromatase binding	-	0.7767	77.67%
PPAR gamma	-	0.7310	73.10%
Honey bee toxicity	-	0.9208	92.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
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	91.72%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.17%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.63%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.27%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.74%	94.75%
CHEMBL1871	P10275	Androgen Receptor	85.05%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.05%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.51%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.66%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.53%	93.04%

Plants that contains it

• Artemisia douglasiana

Cross-Links

• PubChem: 162957422
• LOTUS: LTS0226529
• wikiData: Q105192179