(1R,4S,4aS,8aS)-4-hydroxy-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

Details

• Internal ID: df70221e-6512-4491-b5d2-5d91e211bcbe
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (1R,4S,4aS,8aS)-4-hydroxy-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1C(C=C(C2C=O)C=O)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1[C@H](C=C([C@@H]2C=O)C=O)O)(C)C
• InChI: InChI=1S/C15H22O3/c1-14(2)5-4-6-15(3)11(9-17)10(8-16)7-12(18)13(14)15/h7-9,11-13,18H,4-6H2,1-3H3/t11-,12-,13-,15+/m0/s1
• InChI Key: FPGPDEPMWUWLOV-PWNZVWSESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• 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	+	0.9961	99.61%
Caco-2	+	0.7897	78.97%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7894	78.94%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.7252	72.52%
OATP1B3 inhibitior	+	0.9255	92.55%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9519	95.19%
P-glycoprotein inhibitior	-	0.9241	92.41%
P-glycoprotein substrate	-	0.8973	89.73%
CYP3A4 substrate	+	0.5379	53.79%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.8384	83.84%
CYP2C9 inhibition	-	0.7142	71.42%
CYP2C19 inhibition	-	0.8000	80.00%
CYP2D6 inhibition	-	0.8952	89.52%
CYP1A2 inhibition	-	0.7624	76.24%
CYP2C8 inhibition	-	0.8848	88.48%
CYP inhibitory promiscuity	-	0.7780	77.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5729	57.29%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9906	99.06%
Skin irritation	+	0.6266	62.66%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6044	60.44%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	+	0.7117	71.17%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5854	58.54%
Acute Oral Toxicity (c)	III	0.7421	74.21%
Estrogen receptor binding	+	0.6923	69.23%
Androgen receptor binding	-	0.5821	58.21%
Thyroid receptor binding	-	0.5335	53.35%
Glucocorticoid receptor binding	-	0.6491	64.91%
Aromatase binding	-	0.5960	59.60%
PPAR gamma	-	0.6420	64.20%
Honey bee toxicity	-	0.9101	91.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	94.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.02%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.83%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.61%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	86.80%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.93%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.15%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.94%	98.95%

Plants that contains it

• Pleodendron costaricense

Cross-Links

• PubChem: 163059235
• LOTUS: LTS0210945
• wikiData: Q104999176