1-[(4aR,8S,8aR)-8,8a-dimethyl-3-[[(5S)-3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-2-yl]oxy]-4,4a,5,6,7,8-hexahydro-1H-naphthalen-2-yl]ethanone

Details

• Internal ID: e7eff759-8288-4316-88b8-b44171d70c95
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 1-[(4aR,8S,8aR)-8,8a-dimethyl-3-[[(5S)-3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-2-yl]oxy]-4,4a,5,6,7,8-hexahydro-1H-naphthalen-2-yl]ethanone
• InChI: InChI=1S/C29H38O3/c1-16-9-7-11-21-13-25-27(18(3)26(16)21)19(4)28(32-25)31-24-14-22-12-8-10-17(2)29(22,6)15-23(24)20(5)30/h13,16-17,22H,7-12,14-15H2,1-6H3/t16-,17-,22+,29+/m0/s1
• InChI Key: UGDVDUDNGSZKIS-HRVVTOCWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₈O₃
• Molecular Weight: 434.60 g/mol
• Exact Mass: 434.28209507 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.95
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

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	+	0.7034	70.34%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6832	68.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.9178	91.78%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8315	83.15%
P-glycoprotein inhibitior	+	0.8128	81.28%
P-glycoprotein substrate	-	0.5458	54.58%
CYP3A4 substrate	+	0.6886	68.86%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8489	84.89%
CYP3A4 inhibition	-	0.5695	56.95%
CYP2C9 inhibition	-	0.6821	68.21%
CYP2C19 inhibition	+	0.8037	80.37%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	+	0.7926	79.26%
CYP2C8 inhibition	+	0.6874	68.74%
CYP inhibitory promiscuity	+	0.5701	57.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4986	49.86%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8631	86.31%
Skin irritation	-	0.6864	68.64%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8651	86.51%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5560	55.60%
skin sensitisation	-	0.7803	78.03%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7968	79.68%
Acute Oral Toxicity (c)	IV	0.4242	42.42%
Estrogen receptor binding	+	0.8619	86.19%
Androgen receptor binding	+	0.7425	74.25%
Thyroid receptor binding	+	0.5568	55.68%
Glucocorticoid receptor binding	+	0.8508	85.08%
Aromatase binding	+	0.6725	67.25%
PPAR gamma	+	0.7450	74.50%
Honey bee toxicity	-	0.7665	76.65%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	97.44%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.94%	89.00%
CHEMBL217	P14416	Dopamine D2 receptor	93.85%	95.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.90%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.73%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.08%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.61%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.01%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.98%	86.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.84%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.71%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	86.86%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.43%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.24%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.51%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.93%	95.89%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.75%	97.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.25%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.16%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.16%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.50%	91.19%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.49%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.36%	99.17%

Plants that contains it

• Ligularia muliensis

Cross-Links

• PubChem: 46193475
• LOTUS: LTS0101961
• wikiData: Q103818726