methyl (4R)-4-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]cyclohexene-1-carboxylate

Details

• Internal ID: ba409851-a63e-46ca-8f62-ed2a243fd8d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (4R)-4-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]cyclohexene-1-carboxylate
• SMILES (Canonical): CC(C)(C=CCC(C)(C1CCC(=CC1)C(=O)OC)O)O
• SMILES (Isomeric): C[C@](C/C=C/C(C)(C)O)([C@@H]1CCC(=CC1)C(=O)OC)O
• InChI: InChI=1S/C16H26O4/c1-15(2,18)10-5-11-16(3,19)13-8-6-12(7-9-13)14(17)20-4/h5-6,10,13,18-19H,7-9,11H2,1-4H3/b10-5+/t13-,16-/m0/s1
• InChI Key: AAXHRFJECJMASC-ZVZLTRKCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₄
• Molecular Weight: 282.37 g/mol
• Exact Mass: 282.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9796	97.96%
Caco-2	+	0.7632	76.32%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8500	85.00%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.8926	89.26%
OATP1B3 inhibitior	+	0.8313	83.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5866	58.66%
P-glycoprotein inhibitior	-	0.9053	90.53%
P-glycoprotein substrate	-	0.8309	83.09%
CYP3A4 substrate	+	0.5790	57.90%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8935	89.35%
CYP3A4 inhibition	-	0.8675	86.75%
CYP2C9 inhibition	-	0.6881	68.81%
CYP2C19 inhibition	-	0.8516	85.16%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.8565	85.65%
CYP2C8 inhibition	-	0.5599	55.99%
CYP inhibitory promiscuity	-	0.8528	85.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8043	80.43%
Carcinogenicity (trinary)	Non-required	0.6891	68.91%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.8329	83.29%
Skin irritation	-	0.6524	65.24%
Skin corrosion	-	0.9903	99.03%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6130	61.30%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5754	57.54%
skin sensitisation	+	0.6435	64.35%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5497	54.97%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6674	66.74%
Acute Oral Toxicity (c)	III	0.6125	61.25%
Estrogen receptor binding	+	0.6192	61.92%
Androgen receptor binding	-	0.8298	82.98%
Thyroid receptor binding	+	0.6157	61.57%
Glucocorticoid receptor binding	+	0.5871	58.71%
Aromatase binding	-	0.6127	61.27%
PPAR gamma	-	0.6212	62.12%
Honey bee toxicity	-	0.9156	91.56%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9782	97.82%

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	96.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.99%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.01%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.07%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.93%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.98%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.75%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.97%	95.89%
CHEMBL5028	O14672	ADAM10	81.90%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.27%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.27%	95.89%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 162868516
• LOTUS: LTS0125146
• wikiData: Q104908421