methyl 2-[(3S,3aS,5R,8S,8aS)-3-acetyloxy-3a,8-dimethyl-2,3,4,5,6,7,8,8a-octahydro-1H-azulen-5-yl]prop-2-enoate

Details

• Internal ID: 6e720ad5-c6e4-4df8-a054-1f51c42875c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Pseudoguaianes
• IUPAC Name: methyl 2-[(3S,3aS,5R,8S,8aS)-3-acetyloxy-3a,8-dimethyl-2,3,4,5,6,7,8,8a-octahydro-1H-azulen-5-yl]prop-2-enoate
• InChI: InChI=1S/C18H28O4/c1-11-6-7-14(12(2)17(20)21-5)10-18(4)15(11)8-9-16(18)22-13(3)19/h11,14-16H,2,6-10H2,1,3-5H3/t11-,14+,15-,16-,18-/m0/s1
• InChI Key: PSCUINKTRVCNJK-OZZRIEOOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₄
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.8792	87.92%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6617	66.17%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.8938	89.38%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7264	72.64%
P-glycoprotein inhibitior	-	0.6679	66.79%
P-glycoprotein substrate	-	0.7882	78.82%
CYP3A4 substrate	+	0.6797	67.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8886	88.86%
CYP3A4 inhibition	-	0.7609	76.09%
CYP2C9 inhibition	-	0.8184	81.84%
CYP2C19 inhibition	-	0.8646	86.46%
CYP2D6 inhibition	-	0.9578	95.78%
CYP1A2 inhibition	-	0.7010	70.10%
CYP2C8 inhibition	-	0.6190	61.90%
CYP inhibitory promiscuity	-	0.9649	96.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6530	65.30%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.7329	73.29%
Skin irritation	-	0.5205	52.05%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6998	69.98%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5039	50.39%
skin sensitisation	-	0.7058	70.58%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6180	61.80%
Acute Oral Toxicity (c)	III	0.5939	59.39%
Estrogen receptor binding	+	0.7851	78.51%
Androgen receptor binding	-	0.4928	49.28%
Thyroid receptor binding	-	0.5627	56.27%
Glucocorticoid receptor binding	+	0.6427	64.27%
Aromatase binding	+	0.5507	55.07%
PPAR gamma	+	0.5777	57.77%
Honey bee toxicity	-	0.6064	60.64%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	99.11%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.01%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.94%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	91.94%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.74%	95.71%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	89.71%	98.99%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.29%	94.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.41%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.52%	92.94%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.15%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.13%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.93%	97.14%
CHEMBL5028	O14672	ADAM10	80.48%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.13%	95.89%

Plants that contains it

• Calea sickii

Cross-Links

• PubChem: 163046515
• LOTUS: LTS0119836
• wikiData: Q105214121