3-[(1R,2R,6R)-1-methyl-2-[(3-methylfuran-2-yl)methyl]-3-methylidene-6-prop-1-en-2-ylcyclohexyl]propanoic acid

Details

• Internal ID: be1f5cee-d36e-4d71-b835-d9dc04ead8da
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 3-[(1R,2R,6R)-1-methyl-2-[(3-methylfuran-2-yl)methyl]-3-methylidene-6-prop-1-en-2-ylcyclohexyl]propanoic acid
• SMILES (Canonical): CC1=C(OC=C1)CC2C(=C)CCC(C2(C)CCC(=O)O)C(=C)C
• SMILES (Isomeric): CC1=C(OC=C1)C[C@@H]2C(=C)CC[C@@H]([C@@]2(C)CCC(=O)O)C(=C)C
• InChI: InChI=1S/C20H28O3/c1-13(2)16-7-6-14(3)17(12-18-15(4)9-11-23-18)20(16,5)10-8-19(21)22/h9,11,16-17H,1,3,6-8,10,12H2,2,4-5H3,(H,21,22)/t16-,17-,20-/m1/s1
• InChI Key: MISLDQYVNNBESZ-MBOZVWFJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.16
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.8406	84.06%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7262	72.62%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9021	90.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7279	72.79%
P-glycoprotein inhibitior	-	0.6973	69.73%
P-glycoprotein substrate	-	0.6372	63.72%
CYP3A4 substrate	+	0.6171	61.71%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	+	0.5963	59.63%
CYP2C9 inhibition	-	0.7361	73.61%
CYP2C19 inhibition	-	0.6892	68.92%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.6012	60.12%
CYP2C8 inhibition	+	0.5876	58.76%
CYP inhibitory promiscuity	-	0.7459	74.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7328	73.28%
Carcinogenicity (trinary)	Non-required	0.6308	63.08%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8670	86.70%
Skin irritation	-	0.5766	57.66%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7214	72.14%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.5407	54.07%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5188	51.88%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7503	75.03%
Acute Oral Toxicity (c)	III	0.6056	60.56%
Estrogen receptor binding	-	0.6701	67.01%
Androgen receptor binding	+	0.5966	59.66%
Thyroid receptor binding	+	0.5601	56.01%
Glucocorticoid receptor binding	+	0.6705	67.05%
Aromatase binding	-	0.5082	50.82%
PPAR gamma	+	0.7345	73.45%
Honey bee toxicity	-	0.9201	92.01%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.68%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.14%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.55%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.76%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.06%	94.45%
CHEMBL5028	O14672	ADAM10	81.41%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	80.32%	91.49%

Plants that contains it

• Croton costatus

Cross-Links

• PubChem: 162850558
• LOTUS: LTS0008727
• wikiData: Q105165207