methyl 2-[(1aR,2S,3aS,4R,6bR)-4,6b-dimethyl-1a,2,3,3a,4,5-hexahydro-1H-cyclopropa[e]inden-2-yl]prop-2-enoate

Details

• Internal ID: 141672bd-978e-487a-a5c8-52ba4c00f96e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 2-[(1aR,2S,3aS,4R,6bR)-4,6b-dimethyl-1a,2,3,3a,4,5-hexahydro-1H-cyclopropa[e]inden-2-yl]prop-2-enoate
• SMILES (Canonical): CC1CC=C2C1CC(C3C2(C3)C)C(=C)C(=O)OC
• SMILES (Isomeric): C[C@@H]1CC=C2[C@H]1C[C@@H]([C@@H]3[C@]2(C3)C)C(=C)C(=O)OC
• InChI: InChI=1S/C16H22O2/c1-9-5-6-13-11(9)7-12(10(2)15(17)18-4)14-8-16(13,14)3/h6,9,11-12,14H,2,5,7-8H2,1,3-4H3/t9-,11+,12-,14-,16+/m1/s1
• InChI Key: JJZQEGRFUHHHTH-FLBVZMSKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₂
• Molecular Weight: 246.34 g/mol
• Exact Mass: 246.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.34
• 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	+	0.9962	99.62%
Caco-2	+	0.8787	87.87%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4023	40.23%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.9095	90.95%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8936	89.36%
P-glycoprotein inhibitior	-	0.8858	88.58%
P-glycoprotein substrate	-	0.8444	84.44%
CYP3A4 substrate	+	0.6323	63.23%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.7230	72.30%
CYP2C9 inhibition	-	0.6364	63.64%
CYP2C19 inhibition	-	0.5503	55.03%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.6635	66.35%
CYP2C8 inhibition	-	0.5900	59.00%
CYP inhibitory promiscuity	-	0.8202	82.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7678	76.78%
Carcinogenicity (trinary)	Non-required	0.5777	57.77%
Eye corrosion	-	0.9463	94.63%
Eye irritation	-	0.8557	85.57%
Skin irritation	-	0.6240	62.40%
Skin corrosion	-	0.9828	98.28%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4424	44.24%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	+	0.5594	55.94%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6701	67.01%
Acute Oral Toxicity (c)	III	0.7156	71.56%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5759	57.59%
Thyroid receptor binding	+	0.5209	52.09%
Glucocorticoid receptor binding	+	0.6817	68.17%
Aromatase binding	-	0.5925	59.25%
PPAR gamma	-	0.7190	71.90%
Honey bee toxicity	-	0.6963	69.63%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.48%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.24%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.64%	94.45%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.82%	97.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.21%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.98%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.74%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.12%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	81.45%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.44%	97.25%

Plants that contains it

• Geigeria aspera

Cross-Links

• PubChem: 162881341
• LOTUS: LTS0111080
• wikiData: Q105130076