2-Naphthalenemethanol, 2,3,4,4a,5,6,7,8-octahydro-alpha,alpha,4a,8-tetramethyl-, (2R,4aS,8R)-

Details

• Internal ID: 05e88a5e-bd86-47cb-be6f-124f00c5af84
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(2R,4aS,8R)-4a,8-dimethyl-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-yl]propan-2-ol
• SMILES (Canonical): CC1CCCC2(C1=CC(CC2)C(C)(C)O)C
• SMILES (Isomeric): C[C@@H]1CCC[C@@]2(C1=C[C@@H](CC2)C(C)(C)O)C
• InChI: InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h10-12,16H,5-9H2,1-4H3/t11-,12-,15+/m1/s1
• InChI Key: SRHDLIDOZXPROB-JMSVASOKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.37 g/mol
• Exact Mass: 222.198365449 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• SRHDLIDOZXPROB-JMSVASOKSA-N
• DTXSID601318476

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8448	84.48%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4148	41.48%
OATP2B1 inhibitior	-	0.8441	84.41%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.8512	85.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8657	86.57%
P-glycoprotein inhibitior	-	0.8988	89.88%
P-glycoprotein substrate	-	0.8793	87.93%
CYP3A4 substrate	+	0.5175	51.75%
CYP2C9 substrate	+	0.5024	50.24%
CYP2D6 substrate	-	0.7533	75.33%
CYP3A4 inhibition	-	0.8763	87.63%
CYP2C9 inhibition	+	0.6963	69.63%
CYP2C19 inhibition	+	0.6775	67.75%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	-	0.7821	78.21%
CYP2C8 inhibition	-	0.8295	82.95%
CYP inhibitory promiscuity	-	0.6208	62.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5886	58.86%
Eye corrosion	-	0.9713	97.13%
Eye irritation	-	0.5154	51.54%
Skin irritation	-	0.5500	55.00%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7428	74.28%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5307	53.07%
skin sensitisation	+	0.7753	77.53%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8748	87.48%
Acute Oral Toxicity (c)	IV	0.4811	48.11%
Estrogen receptor binding	-	0.7782	77.82%
Androgen receptor binding	-	0.7176	71.76%
Thyroid receptor binding	-	0.5147	51.47%
Glucocorticoid receptor binding	-	0.4912	49.12%
Aromatase binding	-	0.6333	63.33%
PPAR gamma	-	0.8139	81.39%
Honey bee toxicity	-	0.9444	94.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	97.30%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.93%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.76%	92.94%
CHEMBL4040	P28482	MAP kinase ERK2	92.36%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.28%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.22%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.59%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.27%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.20%	95.56%

Plants that contains it

• Ammodaucus leucotrichus
• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Frullania tamarisci
• Hypericum perforatum
• Inula helenium
• Lepidozia vitrea
• Rubus rosifolius

Cross-Links

• PubChem: 10727766
• NPASS: NPC52897
• LOTUS: LTS0043122
• wikiData: Q105259101