[7-acetyloxy-5-(1-formyloxypropan-2-ylidene)-3,8-dimethyl-2,4a,6,7,8,8a-hexahydro-1H-naphthalen-2-yl] acetate

Details

• Internal ID: 8639f165-c276-47a7-9c9a-4e5bdcdae04f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [7-acetyloxy-5-(1-formyloxypropan-2-ylidene)-3,8-dimethyl-2,4a,6,7,8,8a-hexahydro-1H-naphthalen-2-yl] acetate
• SMILES (Canonical): CC1C2CC(C(=CC2C(=C(C)COC=O)CC1OC(=O)C)C)OC(=O)C
• SMILES (Isomeric): CC1C2CC(C(=CC2C(=C(C)COC=O)CC1OC(=O)C)C)OC(=O)C
• InChI: InChI=1S/C20H28O6/c1-11-6-18-16(12(2)9-24-10-21)7-20(26-15(5)23)13(3)17(18)8-19(11)25-14(4)22/h6,10,13,17-20H,7-9H2,1-5H3
• InChI Key: CGWKVECDFVHISA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.7708	77.08%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8394	83.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8807	88.07%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6082	60.82%
P-glycoprotein inhibitior	-	0.4754	47.54%
P-glycoprotein substrate	-	0.5233	52.33%
CYP3A4 substrate	+	0.5987	59.87%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.5788	57.88%
CYP2C9 inhibition	-	0.7942	79.42%
CYP2C19 inhibition	-	0.7233	72.33%
CYP2D6 inhibition	-	0.8805	88.05%
CYP1A2 inhibition	-	0.6677	66.77%
CYP2C8 inhibition	-	0.6664	66.64%
CYP inhibitory promiscuity	-	0.6060	60.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8613	86.13%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.7412	74.12%
Skin corrosion	-	0.9886	98.86%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5126	51.26%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	-	0.7025	70.25%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6856	68.56%
Acute Oral Toxicity (c)	III	0.6511	65.11%
Estrogen receptor binding	+	0.5810	58.10%
Androgen receptor binding	-	0.5108	51.08%
Thyroid receptor binding	-	0.6303	63.03%
Glucocorticoid receptor binding	+	0.7055	70.55%
Aromatase binding	-	0.7561	75.61%
PPAR gamma	-	0.4838	48.38%
Honey bee toxicity	-	0.7668	76.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
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	97.50%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.81%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.58%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.34%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.67%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.76%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.46%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.07%	85.14%

Plants that contains it

• Verbesina occidentalis

Cross-Links

• PubChem: 162990002
• LOTUS: LTS0017594
• wikiData: Q104958341