[(1R,8aR)-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydronaphthalen-2-yl] (Z)-3-methylsulfanylprop-2-enoate

Details

• Internal ID: 233c5fcc-c0c0-4b20-9c2b-131609592c8f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(1R,8aR)-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydronaphthalen-2-yl] (Z)-3-methylsulfanylprop-2-enoate
• InChI: InChI=1S/C19H26O3S/c1-12(2)15-11-19(4)13(3)17(22-18(21)8-9-23-5)7-6-14(19)10-16(15)20/h8-10,13,15,17H,1,6-7,11H2,2-5H3/b9-8-/t13-,15?,17?,19+/m0/s1
• InChI Key: OHANKWLYFDFHOJ-ZRMWPANMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₃S
• Molecular Weight: 334.50 g/mol
• Exact Mass: 334.16026586 g/mol
• Topological Polar Surface Area (TPSA): 68.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.6110	61.10%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7831	78.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8835	88.35%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6915	69.15%
P-glycoprotein inhibitior	-	0.6228	62.28%
P-glycoprotein substrate	-	0.6683	66.83%
CYP3A4 substrate	+	0.6742	67.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9047	90.47%
CYP3A4 inhibition	-	0.7041	70.41%
CYP2C9 inhibition	-	0.8226	82.26%
CYP2C19 inhibition	-	0.6179	61.79%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.8296	82.96%
CYP2C8 inhibition	-	0.5961	59.61%
CYP inhibitory promiscuity	-	0.8944	89.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8963	89.63%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9665	96.65%
Skin irritation	-	0.5970	59.70%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6482	64.82%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5638	56.38%
skin sensitisation	-	0.6501	65.01%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5569	55.69%
Acute Oral Toxicity (c)	III	0.8130	81.30%
Estrogen receptor binding	+	0.7449	74.49%
Androgen receptor binding	+	0.5893	58.93%
Thyroid receptor binding	-	0.5363	53.63%
Glucocorticoid receptor binding	+	0.5829	58.29%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5474	54.74%
Honey bee toxicity	-	0.6919	69.19%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.59%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.38%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	90.33%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.10%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.14%	90.17%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	84.07%	92.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.92%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.97%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.85%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.22%	97.09%

Plants that contains it

• Petasites japonicus

Cross-Links

• PubChem: 5320503
• NPASS: NPC176613