(9-methyl-3,6-dimethylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl) 2-(hydroxymethyl)-4-(2-methylbut-2-enoyloxy)but-2-enoate

Details

• Internal ID: 89aeb2cc-c2d8-4640-9d0f-474281c5828e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (9-methyl-3,6-dimethylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl) 2-(hydroxymethyl)-4-(2-methylbut-2-enoyloxy)but-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC=C(CO)C(=O)OC1CC(=C)C2CC=C(C2C3C1C(=C)CO3)C
• SMILES (Isomeric): CC=C(C)C(=O)OCC=C(CO)C(=O)OC1CC(=C)C2CC=C(C2C3C1C(=C)CO3)C
• InChI: InChI=1S/C25H32O6/c1-6-14(2)24(27)29-10-9-18(12-26)25(28)31-20-11-16(4)19-8-7-15(3)21(19)23-22(20)17(5)13-30-23/h6-7,9,19-23,26H,4-5,8,10-13H2,1-3H3
• InChI Key: WBWJKCDFYLQTPC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₆
• Molecular Weight: 428.50 g/mol
• Exact Mass: 428.21988874 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9588	95.88%
Caco-2	-	0.7432	74.32%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6041	60.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8688	86.88%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7811	78.11%
P-glycoprotein inhibitior	+	0.6513	65.13%
P-glycoprotein substrate	-	0.5349	53.49%
CYP3A4 substrate	+	0.6602	66.02%
CYP2C9 substrate	-	0.6085	60.85%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.5929	59.29%
CYP2C9 inhibition	-	0.7977	79.77%
CYP2C19 inhibition	-	0.7389	73.89%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.6323	63.23%
CYP2C8 inhibition	-	0.6193	61.93%
CYP inhibitory promiscuity	-	0.8802	88.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6919	69.19%
Eye corrosion	-	0.9652	96.52%
Eye irritation	-	0.9148	91.48%
Skin irritation	-	0.6629	66.29%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5133	51.33%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7865	78.65%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5481	54.81%
Acute Oral Toxicity (c)	III	0.4089	40.89%
Estrogen receptor binding	+	0.6634	66.34%
Androgen receptor binding	+	0.6237	62.37%
Thyroid receptor binding	+	0.5457	54.57%
Glucocorticoid receptor binding	+	0.6139	61.39%
Aromatase binding	+	0.5519	55.19%
PPAR gamma	+	0.5620	56.20%
Honey bee toxicity	-	0.6415	64.15%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9643	96.43%

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	93.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.64%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.82%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	87.37%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.15%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.12%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.64%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.86%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.69%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.75%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.37%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.04%	94.45%

Plants that contains it

• Stevia alpina

Cross-Links

• PubChem: 162915499
• LOTUS: LTS0212763
• wikiData: Q105301119