2-[(1S,2S,4aR,8aS)-1-hydroxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enal

Details

• Internal ID: 4846696c-d257-4aa0-b0dd-e12431f26d81
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(1S,2S,4aR,8aS)-1-hydroxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enal
• SMILES (Canonical): CC12CCCC(=C)C1C(C(CC2)C(=C)C=O)O
• SMILES (Isomeric): C[C@]12CCCC(=C)[C@@H]1[C@H]([C@@H](CC2)C(=C)C=O)O
• InChI: InChI=1S/C15H22O2/c1-10-5-4-7-15(3)8-6-12(11(2)9-16)14(17)13(10)15/h9,12-14,17H,1-2,4-8H2,3H3/t12-,13+,14-,15+/m0/s1
• InChI Key: SLEKMNBPZCOUBJ-LJISPDSOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

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	+	0.6536	65.36%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6869	68.69%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.8874	88.74%
OATP1B3 inhibitior	+	0.9035	90.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	-	0.9170	91.70%
P-glycoprotein inhibitior	-	0.9288	92.88%
P-glycoprotein substrate	-	0.9102	91.02%
CYP3A4 substrate	+	0.5722	57.22%
CYP2C9 substrate	-	0.6551	65.51%
CYP2D6 substrate	-	0.7798	77.98%
CYP3A4 inhibition	-	0.7042	70.42%
CYP2C9 inhibition	-	0.7972	79.72%
CYP2C19 inhibition	-	0.5479	54.79%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.6105	61.05%
CYP2C8 inhibition	-	0.8239	82.39%
CYP inhibitory promiscuity	-	0.8251	82.51%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4806	48.06%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.8440	84.40%
Skin irritation	+	0.5151	51.51%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.7087	70.87%
Human Ether-a-go-go-Related Gene inhibition	-	0.3940	39.40%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.6251	62.51%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5902	59.02%
Acute Oral Toxicity (c)	III	0.7520	75.20%
Estrogen receptor binding	-	0.4905	49.05%
Androgen receptor binding	+	0.5363	53.63%
Thyroid receptor binding	-	0.6288	62.88%
Glucocorticoid receptor binding	+	0.6160	61.60%
Aromatase binding	-	0.6214	62.14%
PPAR gamma	-	0.5059	50.59%
Honey bee toxicity	-	0.8961	89.61%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	92.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.14%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.45%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.44%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.72%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.45%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.03%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.18%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.91%	96.38%

Plants that contains it

• Frullania tamarisci

Cross-Links

• PubChem: 15817249
• LOTUS: LTS0003228
• wikiData: Q105255237