(3,8-Dimethyl-6-oxo-5-propan-2-ylidene-1,2,4a,7,8,8a-hexahydronaphthalen-1-yl) acetate

Details

• Internal ID: b679e2c6-e2a2-412a-a785-909320414a2a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3,8-dimethyl-6-oxo-5-propan-2-ylidene-1,2,4a,7,8,8a-hexahydronaphthalen-1-yl) acetate
• SMILES (Canonical): CC1CC(=O)C(=C(C)C)C2C1C(CC(=C2)C)OC(=O)C
• SMILES (Isomeric): CC1CC(=O)C(=C(C)C)C2C1C(CC(=C2)C)OC(=O)C
• InChI: InChI=1S/C17H24O3/c1-9(2)16-13-6-10(3)7-15(20-12(5)18)17(13)11(4)8-14(16)19/h6,11,13,15,17H,7-8H2,1-5H3
• InChI Key: BSBRAGCIPZABGI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7568	75.68%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8211	82.11%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8364	83.64%
P-glycoprotein inhibitior	-	0.8725	87.25%
P-glycoprotein substrate	-	0.8468	84.68%
CYP3A4 substrate	+	0.5258	52.58%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	-	0.8345	83.45%
CYP2C9 inhibition	-	0.6965	69.65%
CYP2C19 inhibition	-	0.6265	62.65%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.8385	83.85%
CYP2C8 inhibition	-	0.8911	89.11%
CYP inhibitory promiscuity	-	0.6622	66.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8536	85.36%
Carcinogenicity (trinary)	Non-required	0.4990	49.90%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.4812	48.12%
Skin irritation	-	0.7712	77.12%
Skin corrosion	-	0.9854	98.54%
Ames mutagenesis	-	0.6028	60.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4940	49.40%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.7409	74.09%
skin sensitisation	+	0.6625	66.25%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5454	54.54%
Acute Oral Toxicity (c)	III	0.6349	63.49%
Estrogen receptor binding	-	0.7661	76.61%
Androgen receptor binding	-	0.6232	62.32%
Thyroid receptor binding	-	0.7309	73.09%
Glucocorticoid receptor binding	-	0.7174	71.74%
Aromatase binding	-	0.8710	87.10%
PPAR gamma	-	0.8082	80.82%
Honey bee toxicity	-	0.7877	78.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5150	51.50%
Fish aquatic toxicity	+	0.9952	99.52%

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	94.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.40%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.40%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.52%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.50%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.43%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.13%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.61%	96.95%

Plants that contains it

• Marsupella emarginata

Cross-Links

• PubChem: 163012020
• LOTUS: LTS0051365
• wikiData: Q104945159