(1R,2R,4Z,9S)-2-Hydroxy-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-en-3-one

Details

• Internal ID: 65c6e3f3-fc68-46c9-9eb1-4a5fd239024a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-hydroxy-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-en-3-one
• SMILES (Canonical): CC1=CCCC(=C)C2CC(C2C(C1=O)O)(C)C
• SMILES (Isomeric): CC1=CCCC(=C)C2CC(C2C(C1=O)O)(C)C
• InChI: InChI=1S/C15H22O2/c1-9-6-5-7-10(2)13(16)14(17)12-11(9)8-15(12,3)4/h7,11-12,14,17H,1,5-6,8H2,2-4H3
• InChI Key: AXGJIHAKGFPXOX-UHFFFAOYSA-N
• Popularity: 0 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: 2.90
• Atomic LogP (AlogP): 2.88
• 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	+	0.9924	99.24%
Caco-2	+	0.7801	78.01%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5863	58.63%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.8661	86.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7793	77.93%
P-glycoprotein inhibitior	-	0.9032	90.32%
P-glycoprotein substrate	-	0.9402	94.02%
CYP3A4 substrate	+	0.5470	54.70%
CYP2C9 substrate	-	0.7025	70.25%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.6812	68.12%
CYP2C9 inhibition	-	0.7121	71.21%
CYP2C19 inhibition	-	0.5942	59.42%
CYP2D6 inhibition	-	0.9105	91.05%
CYP1A2 inhibition	-	0.5263	52.63%
CYP2C8 inhibition	-	0.8912	89.12%
CYP inhibitory promiscuity	-	0.8944	89.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5833	58.33%
Eye corrosion	-	0.9662	96.62%
Eye irritation	-	0.5892	58.92%
Skin irritation	+	0.6506	65.06%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5691	56.91%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	+	0.6532	65.32%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5227	52.27%
Acute Oral Toxicity (c)	III	0.8090	80.90%
Estrogen receptor binding	-	0.7991	79.91%
Androgen receptor binding	-	0.5374	53.74%
Thyroid receptor binding	-	0.7920	79.20%
Glucocorticoid receptor binding	-	0.6478	64.78%
Aromatase binding	-	0.6850	68.50%
PPAR gamma	-	0.7571	75.71%
Honey bee toxicity	-	0.9013	90.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9892	98.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.84%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.80%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	89.77%	94.75%
CHEMBL2581	P07339	Cathepsin D	88.95%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.34%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.94%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.26%	89.00%

Plants that contains it

• Buddleja davidii

Cross-Links

• PubChem: 329719
• LOTUS: LTS0049430
• wikiData: Q104920523