2-(1,8-Dihydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl)prop-2-enal

Details

• Internal ID: 70af9852-4a7e-4762-b5ee-ab8962fbb482
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-(1,8-dihydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl)prop-2-enal
• SMILES (Canonical): CC12CCCC(C1C(C(CC2)C(=C)C=O)O)(C)O
• SMILES (Isomeric): CC12CCCC(C1C(C(CC2)C(=C)C=O)O)(C)O
• InChI: InChI=1S/C15H24O3/c1-10(9-16)11-5-8-14(2)6-4-7-15(3,18)13(14)12(11)17/h9,11-13,17-18H,1,4-8H2,2-3H3
• InChI Key: GWCKXPUHGRPCFG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.6433	64.33%
Blood Brain Barrier	+	0.6527	65.27%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6409	64.09%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9304	93.04%
OATP1B3 inhibitior	+	0.9076	90.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5192	51.92%
BSEP inhibitior	-	0.9285	92.85%
P-glycoprotein inhibitior	-	0.9322	93.22%
P-glycoprotein substrate	-	0.8994	89.94%
CYP3A4 substrate	+	0.5755	57.55%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.8087	80.87%
CYP3A4 inhibition	-	0.6630	66.30%
CYP2C9 inhibition	-	0.8112	81.12%
CYP2C19 inhibition	-	0.8344	83.44%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.8485	84.85%
CYP2C8 inhibition	-	0.8404	84.04%
CYP inhibitory promiscuity	-	0.8732	87.32%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5024	50.24%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9404	94.04%
Skin irritation	+	0.5319	53.19%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5727	57.27%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6551	65.51%
skin sensitisation	-	0.5977	59.77%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5282	52.82%
Acute Oral Toxicity (c)	I	0.5015	50.15%
Estrogen receptor binding	+	0.6123	61.23%
Androgen receptor binding	-	0.5380	53.80%
Thyroid receptor binding	-	0.5085	50.85%
Glucocorticoid receptor binding	+	0.7134	71.34%
Aromatase binding	-	0.5097	50.97%
PPAR gamma	+	0.5473	54.73%
Honey bee toxicity	-	0.8901	89.01%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9919	99.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1994	P08235	Mineralocorticoid receptor	86.74%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.17%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.85%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.19%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.04%	97.25%
CHEMBL259	P32245	Melanocortin receptor 4	84.02%	95.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.27%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.66%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.08%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.03%	100.00%

Plants that contains it

• Frullania tamarisci

Cross-Links

• PubChem: 85272664
• LOTUS: LTS0056253
• wikiData: Q105022188