[3-Hydroxy-6,8a-dimethyl-1-(2-methylbut-2-enoyloxy)-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 2-methylbut-2-enoate

Details

• Internal ID: 3d81273a-b867-4cdd-b5e6-df38db27c7ab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [3-hydroxy-6,8a-dimethyl-1-(2-methylbut-2-enoyloxy)-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=CCC2(C1C(CC2OC(=O)C(=CC)C)(C(C)C)O)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=CCC2(C1C(CC2OC(=O)C(=CC)C)(C(C)C)O)C)C
• InChI: InChI=1S/C25H38O5/c1-9-17(6)22(26)29-19-13-16(5)11-12-24(8)20(30-23(27)18(7)10-2)14-25(28,15(3)4)21(19)24/h9-11,15,19-21,28H,12-14H2,1-8H3
• InChI Key: LBJPCDBPHHIOKJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₅
• Molecular Weight: 418.60 g/mol
• Exact Mass: 418.27192431 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.90
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.5745	57.45%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6932	69.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.8913	89.13%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7868	78.68%
P-glycoprotein inhibitior	+	0.7748	77.48%
P-glycoprotein substrate	-	0.6697	66.97%
CYP3A4 substrate	+	0.6273	62.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8978	89.78%
CYP3A4 inhibition	-	0.7452	74.52%
CYP2C9 inhibition	-	0.7424	74.24%
CYP2C19 inhibition	-	0.7933	79.33%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.6856	68.56%
CYP2C8 inhibition	-	0.8046	80.46%
CYP inhibitory promiscuity	-	0.9608	96.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5934	59.34%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9282	92.82%
Skin irritation	+	0.5732	57.32%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8339	83.39%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6824	68.24%
skin sensitisation	-	0.6609	66.09%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7194	71.94%
Acute Oral Toxicity (c)	II	0.4460	44.60%
Estrogen receptor binding	+	0.7602	76.02%
Androgen receptor binding	+	0.5436	54.36%
Thyroid receptor binding	+	0.6090	60.90%
Glucocorticoid receptor binding	+	0.6741	67.41%
Aromatase binding	+	0.6192	61.92%
PPAR gamma	+	0.7139	71.39%
Honey bee toxicity	-	0.7609	76.09%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9940	99.40%

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	96.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.23%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.80%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.23%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.73%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.61%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.73%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	85.33%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.94%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.83%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.52%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.62%	95.89%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 163026243
• LOTUS: LTS0111256
• wikiData: Q105149363