methyl 3-[(1S,2S,3R)-2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-propan-2-ylidenecyclohexyl]propanoate

Details

• Internal ID: 270ec256-73fe-4215-b707-fc5c6e23dbed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: methyl 3-[(1S,2S,3R)-2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-propan-2-ylidenecyclohexyl]propanoate
• SMILES (Canonical): CC1CCC(=C(C)C)C(C1(C)CCC2=COC=C2)CCC(=O)OC
• SMILES (Isomeric): C[C@@H]1CCC(=C(C)C)[C@H]([C@@]1(C)CCC2=COC=C2)CCC(=O)OC
• InChI: InChI=1S/C21H32O3/c1-15(2)18-7-6-16(3)21(4,12-10-17-11-13-24-14-17)19(18)8-9-20(22)23-5/h11,13-14,16,19H,6-10,12H2,1-5H3/t16-,19-,21+/m1/s1
• InChI Key: NUSPBUAVDKDEAT-BSIFCXSSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.55
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.9133	91.33%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6575	65.75%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.7124	71.24%
OATP1B3 inhibitior	+	0.8696	86.96%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4772	47.72%
P-glycoprotein inhibitior	-	0.4702	47.02%
P-glycoprotein substrate	-	0.5160	51.60%
CYP3A4 substrate	+	0.6489	64.89%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.5986	59.86%
CYP2C9 inhibition	-	0.7101	71.01%
CYP2C19 inhibition	-	0.5776	57.76%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.7010	70.10%
CYP2C8 inhibition	+	0.6911	69.11%
CYP inhibitory promiscuity	+	0.5569	55.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7628	76.28%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.8950	89.50%
Skin irritation	-	0.6548	65.48%
Skin corrosion	-	0.9806	98.06%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9126	91.26%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5290	52.90%
skin sensitisation	-	0.5650	56.50%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7065	70.65%
Acute Oral Toxicity (c)	III	0.5270	52.70%
Estrogen receptor binding	-	0.4889	48.89%
Androgen receptor binding	+	0.6697	66.97%
Thyroid receptor binding	-	0.5688	56.88%
Glucocorticoid receptor binding	+	0.6648	66.48%
Aromatase binding	-	0.5840	58.40%
PPAR gamma	+	0.6293	62.93%
Honey bee toxicity	-	0.8492	84.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	98.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.77%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.30%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.07%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.99%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.89%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.40%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.47%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.69%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	83.51%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.93%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.49%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.18%	95.50%

Plants that contains it

• Tessmannia densiflora

Cross-Links

• PubChem: 44472193
• LOTUS: LTS0272455
• wikiData: Q105186008