(3-ethylidene-5,6-dihydroxy-7-methylidene-4-propan-2-yl-2,3a,4,5,6,7a-hexahydro-1H-inden-2-yl) acetate

Details

• Internal ID: 8f81876b-6b90-4287-925f-5a04bada6ea5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3-ethylidene-5,6-dihydroxy-7-methylidene-4-propan-2-yl-2,3a,4,5,6,7a-hexahydro-1H-inden-2-yl) acetate
• SMILES (Canonical): CC=C1C(CC2C1C(C(C(C2=C)O)O)C(C)C)OC(=O)C
• SMILES (Isomeric): CC=C1C(CC2C1C(C(C(C2=C)O)O)C(C)C)OC(=O)C
• InChI: InChI=1S/C17H26O4/c1-6-11-13(21-10(5)18)7-12-9(4)16(19)17(20)14(8(2)3)15(11)12/h6,8,12-17,19-20H,4,7H2,1-3,5H3
• InChI Key: UJMAANFBOJAGJE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₄
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9595	95.95%
Caco-2	-	0.6394	63.94%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7697	76.97%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.9090	90.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8874	88.74%
P-glycoprotein inhibitior	-	0.8699	86.99%
P-glycoprotein substrate	-	0.5842	58.42%
CYP3A4 substrate	+	0.5471	54.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.7532	75.32%
CYP2C9 inhibition	-	0.8118	81.18%
CYP2C19 inhibition	-	0.8147	81.47%
CYP2D6 inhibition	-	0.8860	88.60%
CYP1A2 inhibition	-	0.7732	77.32%
CYP2C8 inhibition	-	0.8469	84.69%
CYP inhibitory promiscuity	-	0.8002	80.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9317	93.17%
Carcinogenicity (trinary)	Non-required	0.5837	58.37%
Eye corrosion	-	0.9747	97.47%
Eye irritation	-	0.8706	87.06%
Skin irritation	-	0.6406	64.06%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3937	39.37%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5943	59.43%
skin sensitisation	-	0.5876	58.76%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4499	44.99%
Acute Oral Toxicity (c)	III	0.5032	50.32%
Estrogen receptor binding	-	0.5457	54.57%
Androgen receptor binding	-	0.4818	48.18%
Thyroid receptor binding	-	0.5086	50.86%
Glucocorticoid receptor binding	-	0.5703	57.03%
Aromatase binding	-	0.8294	82.94%
PPAR gamma	-	0.5675	56.75%
Honey bee toxicity	-	0.6408	64.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9739	97.39%

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	94.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.39%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.82%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.26%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.43%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.24%	97.21%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.95%	97.53%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.61%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.59%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	81.14%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.07%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.54%	95.50%

Plants that contains it

• Acrisione denticulata

Cross-Links

• PubChem: 162987123
• LOTUS: LTS0090686
• wikiData: Q105274034