[4-(7-Acetyloxy-2,6-dihydroxy-6-methylhept-4-en-2-yl)cyclohexen-1-yl]methyl acetate

Details

• Internal ID: ba38bc65-4dcc-4aa7-a7bf-823690f1a2b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [4-(7-acetyloxy-2,6-dihydroxy-6-methylhept-4-en-2-yl)cyclohexen-1-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1=CCC(CC1)C(C)(CC=CC(C)(COC(=O)C)O)O
• SMILES (Isomeric): CC(=O)OCC1=CCC(CC1)C(C)(CC=CC(C)(COC(=O)C)O)O
• InChI: InChI=1S/C19H30O6/c1-14(20)24-12-16-6-8-17(9-7-16)19(4,23)11-5-10-18(3,22)13-25-15(2)21/h5-6,10,17,22-23H,7-9,11-13H2,1-4H3
• InChI Key: PWPSQCADOUKLOZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.20423867 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9376	93.76%
Caco-2	-	0.5310	53.10%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9011	90.11%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.9240	92.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6640	66.40%
BSEP inhibitior	+	0.7508	75.08%
P-glycoprotein inhibitior	-	0.6020	60.20%
P-glycoprotein substrate	-	0.8022	80.22%
CYP3A4 substrate	+	0.6030	60.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.7882	78.82%
CYP2C9 inhibition	-	0.8325	83.25%
CYP2C19 inhibition	-	0.8794	87.94%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	-	0.8987	89.87%
CYP2C8 inhibition	+	0.4506	45.06%
CYP inhibitory promiscuity	-	0.9151	91.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.6388	63.88%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.7739	77.39%
Skin corrosion	-	0.9879	98.79%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5663	56.63%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5950	59.50%
skin sensitisation	-	0.6632	66.32%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.4709	47.09%
Acute Oral Toxicity (c)	IV	0.5859	58.59%
Estrogen receptor binding	+	0.5638	56.38%
Androgen receptor binding	-	0.7144	71.44%
Thyroid receptor binding	+	0.6157	61.57%
Glucocorticoid receptor binding	+	0.7140	71.40%
Aromatase binding	+	0.5587	55.87%
PPAR gamma	-	0.5252	52.52%
Honey bee toxicity	-	0.8566	85.66%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9784	97.84%

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	96.18%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.89%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.81%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.04%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.10%	90.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.62%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	84.60%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.33%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.31%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.89%	100.00%

Plants that contains it

• Calea szyszylowiczii

Cross-Links

• PubChem: 163102072
• LOTUS: LTS0213888
• wikiData: Q105215947