5-[(1S)-1-[(2S,4aR,5S,8R)-5-(2-hydroxypropan-2-yl)-2,8-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde

Details

• Internal ID: 90d318a3-6ebf-4e8f-ad73-8b92ba953d4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 5-[(1S)-1-[(2S,4aR,5S,8R)-5-(2-hydroxypropan-2-yl)-2,8-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
• SMILES (Canonical): CC1CCC(C2C1=CC(CC2)(C)C(CC(C)C)C3=C(C(=C(C(=C3O)C=O)O)C=O)O)C(C)(C)O
• SMILES (Isomeric): C[C@@H]1CC[C@@H]([C@@H]2C1=C[C@@](CC2)(C)[C@H](CC(C)C)C3=C(C(=C(C(=C3O)C=O)O)C=O)O)C(C)(C)O
• InChI: InChI=1S/C28H40O6/c1-15(2)11-22(23-25(32)19(13-29)24(31)20(14-30)26(23)33)28(6)10-9-17-18(12-28)16(3)7-8-21(17)27(4,5)34/h12-17,21-22,31-34H,7-11H2,1-6H3/t16-,17+,21+,22-,28+/m1/s1
• InChI Key: UWQLZFWTBNFUDL-HUKUHFCBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₆
• Molecular Weight: 472.60 g/mol
• Exact Mass: 472.28248899 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.72
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	-	0.6820	68.20%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8552	85.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7265	72.65%
OATP1B3 inhibitior	-	0.3642	36.42%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9362	93.62%
P-glycoprotein inhibitior	-	0.4904	49.04%
P-glycoprotein substrate	+	0.5557	55.57%
CYP3A4 substrate	+	0.6532	65.32%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.8317	83.17%
CYP3A4 inhibition	-	0.7100	71.00%
CYP2C9 inhibition	-	0.5055	50.55%
CYP2C19 inhibition	-	0.5983	59.83%
CYP2D6 inhibition	-	0.8873	88.73%
CYP1A2 inhibition	+	0.7077	70.77%
CYP2C8 inhibition	+	0.4612	46.12%
CYP inhibitory promiscuity	+	0.5520	55.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9211	92.11%
Carcinogenicity (trinary)	Non-required	0.7167	71.67%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9097	90.97%
Skin irritation	-	0.6315	63.15%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8401	84.01%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5858	58.58%
skin sensitisation	-	0.6792	67.92%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8089	80.89%
Acute Oral Toxicity (c)	III	0.5432	54.32%
Estrogen receptor binding	+	0.8336	83.36%
Androgen receptor binding	+	0.6982	69.82%
Thyroid receptor binding	+	0.6036	60.36%
Glucocorticoid receptor binding	+	0.8409	84.09%
Aromatase binding	+	0.7858	78.58%
PPAR gamma	+	0.7762	77.62%
Honey bee toxicity	-	0.8791	87.91%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.50%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.83%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.60%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.58%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	92.70%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.14%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	91.75%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.35%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.90%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.67%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.61%	90.08%
CHEMBL268	P43235	Cathepsin K	85.41%	96.85%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.35%	98.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.17%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.86%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.62%	92.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.02%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.39%	85.31%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.30%	93.04%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.55%	98.05%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.33%	85.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.26%	95.89%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.25%	83.10%
CHEMBL237	P41145	Kappa opioid receptor	81.19%	98.10%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.77%	86.92%

Plants that contains it

• Eucalyptus macrocarpa

Cross-Links

• PubChem: 162931043
• LOTUS: LTS0009062
• wikiData: Q105280499