6beta-Angeloyloxy-3beta-(2-methylacryloxy)-9-oxoeuryopsin

Details

• Internal ID: 6eaa51b3-3ac0-44e0-b844-208a153e2a13
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4S,4aR,5R,6S)-3,4a,5-trimethyl-6-(2-methylprop-2-enoyloxy)-9-oxo-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-4-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2=C(C(=O)C3=CCC(C(C13C)C)OC(=O)C(=C)C)OC=C2C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1C2=C(C(=O)C3=CC[C@@H]([C@@H]([C@@]13C)C)OC(=O)C(=C)C)OC=C2C
• InChI: InChI=1S/C24H28O6/c1-8-13(4)23(27)30-21-18-14(5)11-28-20(18)19(25)16-9-10-17(15(6)24(16,21)7)29-22(26)12(2)3/h8-9,11,15,17,21H,2,10H2,1,3-7H3/b13-8-/t15-,17-,21+,24+/m0/s1
• InChI Key: CZMNTPPTNJJVRX-WEDATODHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₆
• Molecular Weight: 412.50 g/mol
• Exact Mass: 412.18858861 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.80
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6150	61.50%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6613	66.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8700	87.00%
OATP1B3 inhibitior	+	0.8179	81.79%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7930	79.30%
P-glycoprotein inhibitior	+	0.8038	80.38%
P-glycoprotein substrate	-	0.5875	58.75%
CYP3A4 substrate	+	0.6756	67.56%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8753	87.53%
CYP3A4 inhibition	+	0.5845	58.45%
CYP2C9 inhibition	-	0.7728	77.28%
CYP2C19 inhibition	-	0.6657	66.57%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	+	0.6211	62.11%
CYP2C8 inhibition	+	0.4782	47.82%
CYP inhibitory promiscuity	+	0.5783	57.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4748	47.48%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.6550	65.50%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8909	89.09%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.6234	62.34%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5777	57.77%
Acute Oral Toxicity (c)	III	0.5090	50.90%
Estrogen receptor binding	+	0.7448	74.48%
Androgen receptor binding	+	0.6359	63.59%
Thyroid receptor binding	+	0.6110	61.10%
Glucocorticoid receptor binding	+	0.7424	74.24%
Aromatase binding	+	0.5418	54.18%
PPAR gamma	+	0.7378	73.78%
Honey bee toxicity	-	0.6590	65.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.30%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.48%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.33%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	84.99%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	83.90%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	83.89%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.70%	86.33%

Plants that contains it

• Euryops spathaceus

Cross-Links

• PubChem: 101600015
• LOTUS: LTS0022427
• wikiData: Q104972889