(1R,7R,8S,10R)-8-hydroxy-4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undec-4-en-3-one

Details

• Internal ID: d9796ce2-3dc2-4029-ae49-16482f84dcd3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,7R,8S,10R)-8-hydroxy-4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undec-4-en-3-one
• SMILES (Canonical): CC1CC(C2CC3=C(C(=O)CC13C2(C)C)C)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]2CC3=C(C(=O)C[C@]13C2(C)C)C)O
• InChI: InChI=1S/C15H22O2/c1-8-5-12(16)11-6-10-9(2)13(17)7-15(8,10)14(11,3)4/h8,11-12,16H,5-7H2,1-4H3/t8-,11+,12+,15+/m1/s1
• InChI Key: PIEDUYYYBWNKRX-GHYJKHGYSA-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: 2.10
• Atomic LogP (AlogP): 2.71
• 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	+	0.7359	73.59%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6786	67.86%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.9708	97.08%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8982	89.82%
P-glycoprotein inhibitior	-	0.9020	90.20%
P-glycoprotein substrate	-	0.8252	82.52%
CYP3A4 substrate	+	0.5904	59.04%
CYP2C9 substrate	-	0.7282	72.82%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	-	0.8079	80.79%
CYP2C9 inhibition	-	0.8822	88.22%
CYP2C19 inhibition	-	0.8656	86.56%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.8864	88.64%
CYP2C8 inhibition	-	0.9562	95.62%
CYP inhibitory promiscuity	-	0.9031	90.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8913	89.13%
Carcinogenicity (trinary)	Non-required	0.5133	51.33%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.4828	48.28%
Skin irritation	+	0.6183	61.83%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6418	64.18%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5503	55.03%
skin sensitisation	+	0.6241	62.41%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6092	60.92%
Acute Oral Toxicity (c)	III	0.5813	58.13%
Estrogen receptor binding	-	0.8229	82.29%
Androgen receptor binding	+	0.5478	54.78%
Thyroid receptor binding	-	0.6370	63.70%
Glucocorticoid receptor binding	-	0.7782	77.82%
Aromatase binding	-	0.7792	77.92%
PPAR gamma	-	0.5880	58.80%
Honey bee toxicity	-	0.8052	80.52%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9864	98.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.49%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.92%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.25%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.37%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	85.85%	97.05%
CHEMBL2581	P07339	Cathepsin D	82.80%	98.95%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	80.70%	92.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.62%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.19%	99.23%

Plants that contains it

• Jungia polita

Cross-Links

• PubChem: 102299551
• LOTUS: LTS0032776
• wikiData: Q105209458