(1-Ethylidene-6-hydroxy-4-methylidene-2-oxo-7-propan-2-yl-3,3a,5,6,7,7a-hexahydroinden-5-yl) 2-methylbut-2-enoate

Details

• Internal ID: 39fc54c1-b483-4888-9011-3a107e2ccb02
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1-ethylidene-6-hydroxy-4-methylidene-2-oxo-7-propan-2-yl-3,3a,5,6,7,7a-hexahydroinden-5-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C1C2C(CC1=O)C(=C)C(C(C2C(C)C)O)OC(=O)C(=CC)C
• SMILES (Isomeric): CC=C1C2C(CC1=O)C(=C)C(C(C2C(C)C)O)OC(=O)C(=CC)C
• InChI: InChI=1S/C20H28O4/c1-7-11(5)20(23)24-19-12(6)14-9-15(21)13(8-2)17(14)16(10(3)4)18(19)22/h7-8,10,14,16-19,22H,6,9H2,1-5H3
• InChI Key: LEKWOAFHZQWGJG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	+	0.5696	56.96%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7990	79.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9085	90.85%
OATP1B3 inhibitior	+	0.9046	90.46%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9044	90.44%
P-glycoprotein inhibitior	-	0.6533	65.33%
P-glycoprotein substrate	-	0.5330	53.30%
CYP3A4 substrate	+	0.5742	57.42%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8952	89.52%
CYP3A4 inhibition	-	0.6861	68.61%
CYP2C9 inhibition	-	0.8547	85.47%
CYP2C19 inhibition	-	0.8713	87.13%
CYP2D6 inhibition	-	0.9089	90.89%
CYP1A2 inhibition	-	0.8691	86.91%
CYP2C8 inhibition	-	0.8852	88.52%
CYP inhibitory promiscuity	-	0.9047	90.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9060	90.60%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	-	0.9638	96.38%
Eye irritation	-	0.8626	86.26%
Skin irritation	-	0.6337	63.37%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3604	36.04%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	+	0.5617	56.17%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7224	72.24%
Acute Oral Toxicity (c)	III	0.5124	51.24%
Estrogen receptor binding	-	0.6238	62.38%
Androgen receptor binding	-	0.5343	53.43%
Thyroid receptor binding	-	0.5261	52.61%
Glucocorticoid receptor binding	-	0.6159	61.59%
Aromatase binding	-	0.6942	69.42%
PPAR gamma	-	0.6054	60.54%
Honey bee toxicity	-	0.6902	69.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.10%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.41%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	87.66%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.01%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.41%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.91%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.30%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.12%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	81.59%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.38%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.29%	89.34%

Plants that contains it

• Acrisione denticulata

Cross-Links

• PubChem: 163079375
• LOTUS: LTS0229499
• wikiData: Q105150625