(3R,4aS,8aR)-3-hydroxy-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde

Details

• Internal ID: 72926be1-3baa-440b-b7cb-218522c83c99
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (3R,4aS,8aR)-3-hydroxy-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CC(C(=C2)C=O)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1C[C@H](C(=C2)C=O)O)(C)C
• InChI: InChI=1S/C14H22O2/c1-13(2)5-4-6-14(3)8-10(9-15)11(16)7-12(13)14/h8-9,11-12,16H,4-7H2,1-3H3/t11-,12+,14-/m1/s1
• InChI Key: WJDOMTAMQVNRCX-MBNYWOFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₂
• Molecular Weight: 222.32 g/mol
• Exact Mass: 222.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• (3R,4aS,8aR)-3-hydroxy-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde
• AKOS040762212
• FS-8993
• 2-Naphthalenecarboxaldehyde, 3,4,4a,5,6,7,8,8a-octahydro-3-hydroxy-5,5,8a-trimethyl-, (3R,4aS,8aR)-
• 2-Naphthalenecarboxaldehyde, 3,4,4a,5,6,7,8,8a-octahydro-3-hydroxy-5,5,8a-trimethyl-, [3R-(3,4a,8a)]-; (3R,4aS,8aR)-3,4,4a,5,6,7,8,8a-Octahydro-3-hydroxy-5,5,8a-trimethyl-2-naphthalenecarboxaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8386	83.86%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6190	61.90%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8526	85.26%
P-glycoprotein inhibitior	-	0.9474	94.74%
P-glycoprotein substrate	-	0.9175	91.75%
CYP3A4 substrate	+	0.5105	51.05%
CYP2C9 substrate	-	0.6343	63.43%
CYP2D6 substrate	-	0.8054	80.54%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8995	89.95%
CYP2C19 inhibition	-	0.7925	79.25%
CYP2D6 inhibition	-	0.9582	95.82%
CYP1A2 inhibition	-	0.8286	82.86%
CYP2C8 inhibition	-	0.8638	86.38%
CYP inhibitory promiscuity	-	0.9178	91.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5059	50.59%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.7880	78.80%
Skin irritation	+	0.6528	65.28%
Skin corrosion	-	0.9724	97.24%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6629	66.29%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5775	57.75%
skin sensitisation	+	0.6523	65.23%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4710	47.10%
Acute Oral Toxicity (c)	I	0.5016	50.16%
Estrogen receptor binding	-	0.5430	54.30%
Androgen receptor binding	-	0.6995	69.95%
Thyroid receptor binding	-	0.5696	56.96%
Glucocorticoid receptor binding	-	0.5233	52.33%
Aromatase binding	-	0.7724	77.24%
PPAR gamma	-	0.6129	61.29%
Honey bee toxicity	-	0.9127	91.27%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9786	97.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.21%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.92%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.86%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.22%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.47%	97.09%

Plants that contains it

• Persicaria hydropiper

Cross-Links

• PubChem: 155901
• LOTUS: LTS0064180
• wikiData: Q105306695