(4-hydroxy-3,4a,5-trimethyl-5,6,7,9-tetrahydro-4H-benzo[f][1]benzofuran-6-yl) 2-methylbut-2-enoate

Details

• Internal ID: 14982d70-b923-443c-8880-dda8d9510edb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4-hydroxy-3,4a,5-trimethyl-5,6,7,9-tetrahydro-4H-benzo[f][1]benzofuran-6-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O4/c1-6-11(2)19(22)24-15-8-7-14-9-16-17(12(3)10-23-16)18(21)20(14,5)13(15)4/h6-7,10,13,15,18,21H,8-9H2,1-5H3
• InChI Key: UBSPYRWVKFNYNH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.8163	81.63%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7169	71.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8882	88.82%
OATP1B3 inhibitior	+	0.9003	90.03%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8240	82.40%
P-glycoprotein inhibitior	-	0.6960	69.60%
P-glycoprotein substrate	-	0.7060	70.60%
CYP3A4 substrate	+	0.6575	65.75%
CYP2C9 substrate	-	0.8114	81.14%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.5725	57.25%
CYP2C9 inhibition	-	0.6618	66.18%
CYP2C19 inhibition	-	0.5664	56.64%
CYP2D6 inhibition	-	0.9190	91.90%
CYP1A2 inhibition	+	0.7672	76.72%
CYP2C8 inhibition	-	0.6064	60.64%
CYP inhibitory promiscuity	+	0.5884	58.84%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4055	40.55%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9810	98.10%
Skin irritation	-	0.5935	59.35%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8822	88.22%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7613	76.13%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5612	56.12%
Acute Oral Toxicity (c)	III	0.3734	37.34%
Estrogen receptor binding	+	0.7168	71.68%
Androgen receptor binding	+	0.5489	54.89%
Thyroid receptor binding	+	0.6600	66.00%
Glucocorticoid receptor binding	+	0.6418	64.18%
Aromatase binding	+	0.6233	62.33%
PPAR gamma	+	0.7827	78.27%
Honey bee toxicity	-	0.7012	70.12%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	96.73%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.18%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	91.41%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.06%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.28%	90.17%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.41%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.16%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.01%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.58%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.57%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.23%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.04%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.64%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.73%	93.56%

Plants that contains it

• Ligularia pleurocaulis

Cross-Links

• PubChem: 162907756
• LOTUS: LTS0006593
• wikiData: Q105269630