(1S,4aR,6R,8aS)-8a-(hydroxymethyl)-4-methyl-6-prop-1-en-2-yl-2,4a,5,6,7,8-hexahydro-1H-naphthalen-1-ol

Details

• Internal ID: 1a9a4542-cbd5-4c1f-9983-af621356d083
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1S,4aR,6R,8aS)-8a-(hydroxymethyl)-4-methyl-6-prop-1-en-2-yl-2,4a,5,6,7,8-hexahydro-1H-naphthalen-1-ol
• SMILES (Canonical): CC1=CCC(C2(C1CC(CC2)C(=C)C)CO)O
• SMILES (Isomeric): CC1=CC[C@@H]([C@@]2([C@@H]1C[C@@H](CC2)C(=C)C)CO)O
• InChI: InChI=1S/C15H24O2/c1-10(2)12-6-7-15(9-16)13(8-12)11(3)4-5-14(15)17/h4,12-14,16-17H,1,5-9H2,2-3H3/t12-,13-,14+,15-/m1/s1
• InChI Key: RZXDLERTBFMFMU-APIJFGDWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 2
• 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	+	0.9873	98.73%
Caco-2	+	0.5371	53.71%
Blood Brain Barrier	+	0.8105	81.05%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5987	59.87%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9400	94.00%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6888	68.88%
BSEP inhibitior	-	0.7475	74.75%
P-glycoprotein inhibitior	-	0.9542	95.42%
P-glycoprotein substrate	-	0.7353	73.53%
CYP3A4 substrate	+	0.5594	55.94%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.8686	86.86%
CYP2C9 inhibition	-	0.8291	82.91%
CYP2C19 inhibition	-	0.7251	72.51%
CYP2D6 inhibition	-	0.8879	88.79%
CYP1A2 inhibition	-	0.7602	76.02%
CYP2C8 inhibition	-	0.8474	84.74%
CYP inhibitory promiscuity	-	0.7583	75.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6619	66.19%
Eye corrosion	-	0.9845	98.45%
Eye irritation	+	0.5880	58.80%
Skin irritation	-	0.6943	69.43%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.8970	89.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5258	52.58%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5218	52.18%
skin sensitisation	-	0.6856	68.56%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7545	75.45%
Acute Oral Toxicity (c)	III	0.7208	72.08%
Estrogen receptor binding	-	0.6532	65.32%
Androgen receptor binding	-	0.5354	53.54%
Thyroid receptor binding	-	0.5847	58.47%
Glucocorticoid receptor binding	-	0.5148	51.48%
Aromatase binding	-	0.6332	63.32%
PPAR gamma	-	0.5968	59.68%
Honey bee toxicity	-	0.8704	87.04%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9296	92.96%

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	95.11%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.55%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.26%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.70%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.12%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.60%	93.04%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.03%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.57%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.02%	83.82%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.73%	97.21%
CHEMBL2581	P07339	Cathepsin D	83.09%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	82.73%	95.93%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.72%	86.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.83%	95.89%

Plants that contains it

• Polyachyrus sphaerocephalus

Cross-Links

• PubChem: 14890307
• LOTUS: LTS0005055
• wikiData: Q105248690