[(1R,4E,9S)-11,11-dimethyl-8-methylidene-4-bicyclo[7.2.0]undec-4-enyl]methyl acetate

Details

• Internal ID: b4fd3ae3-caf5-4608-ab66-570394191449
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,4E,9S)-11,11-dimethyl-8-methylidene-4-bicyclo[7.2.0]undec-4-enyl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1=CCCC(=C)C2CC(C2CC1)(C)C
• SMILES (Isomeric): CC(=O)OC/C/1=C/CCC(=C)[C@H]2CC([C@@H]2CC1)(C)C
• InChI: InChI=1S/C17H26O2/c1-12-6-5-7-14(11-19-13(2)18)8-9-16-15(12)10-17(16,3)4/h7,15-16H,1,5-6,8-11H2,2-4H3/b14-7+/t15-,16-/m1/s1
• InChI Key: XLKYRVILZQUEJC-DJYJQHBUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.40 g/mol
• Exact Mass: 262.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.6741	67.41%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4618	46.18%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.8788	87.88%
OATP1B3 inhibitior	+	0.8141	81.41%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5711	57.11%
P-glycoprotein inhibitior	-	0.7786	77.86%
P-glycoprotein substrate	-	0.8924	89.24%
CYP3A4 substrate	+	0.6221	62.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8126	81.26%
CYP2C9 inhibition	-	0.6358	63.58%
CYP2C19 inhibition	-	0.5167	51.67%
CYP2D6 inhibition	-	0.9025	90.25%
CYP1A2 inhibition	-	0.6711	67.11%
CYP2C8 inhibition	+	0.4845	48.45%
CYP inhibitory promiscuity	-	0.8005	80.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Warning	0.4717	47.17%
Eye corrosion	-	0.8413	84.13%
Eye irritation	+	0.5996	59.96%
Skin irritation	+	0.5496	54.96%
Skin corrosion	-	0.9842	98.42%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3708	37.08%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	+	0.6042	60.42%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5657	56.57%
Acute Oral Toxicity (c)	III	0.7312	73.12%
Estrogen receptor binding	-	0.6994	69.94%
Androgen receptor binding	-	0.5873	58.73%
Thyroid receptor binding	-	0.7561	75.61%
Glucocorticoid receptor binding	+	0.6187	61.87%
Aromatase binding	-	0.7042	70.42%
PPAR gamma	-	0.7053	70.53%
Honey bee toxicity	-	0.8272	82.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.96%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.67%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.81%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.72%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.11%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.23%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.53%	94.33%
CHEMBL4208	P20618	Proteasome component C5	82.99%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.10%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.04%	95.89%

Plants that contains it

• Betula pendula
• Betula pubescens var. litwinowii

Cross-Links

• PubChem: 102006021
• LOTUS: LTS0270098
• wikiData: Q104375964