(1R,2R,4aR,8aS)-2-(2-hydroxypropan-2-yl)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-ol

Details

• Internal ID: 7b443f31-7480-40b7-bf4b-d0a9ce54bd5c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1R,2R,4aR,8aS)-2-(2-hydroxypropan-2-yl)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-ol
• SMILES (Canonical): CC12CCCC(=C)C1C(C(CC2)C(C)(C)O)O
• SMILES (Isomeric): C[C@]12CCCC(=C)[C@@H]1[C@H]([C@@H](CC2)C(C)(C)O)O
• InChI: InChI=1S/C15H26O2/c1-10-6-5-8-15(4)9-7-11(14(2,3)17)13(16)12(10)15/h11-13,16-17H,1,5-9H2,2-4H3/t11-,12-,13+,15-/m1/s1
• InChI Key: FIUXTXZNWKOFPH-GUIRCDHDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.7086	70.86%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Lysosomes	0.4594	45.94%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	-	0.2329	23.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8523	85.23%
P-glycoprotein inhibitior	-	0.9211	92.11%
P-glycoprotein substrate	-	0.8912	89.12%
CYP3A4 substrate	+	0.5316	53.16%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.7990	79.90%
CYP2C9 inhibition	-	0.6515	65.15%
CYP2C19 inhibition	-	0.5577	55.77%
CYP2D6 inhibition	-	0.9184	91.84%
CYP1A2 inhibition	-	0.6513	65.13%
CYP2C8 inhibition	-	0.7443	74.43%
CYP inhibitory promiscuity	-	0.5538	55.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6077	60.77%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.5841	58.41%
Skin irritation	-	0.5372	53.72%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.8187	81.87%
Human Ether-a-go-go-Related Gene inhibition	-	0.7062	70.62%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5570	55.70%
skin sensitisation	+	0.5751	57.51%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7654	76.54%
Acute Oral Toxicity (c)	III	0.4247	42.47%
Estrogen receptor binding	-	0.6223	62.23%
Androgen receptor binding	-	0.5910	59.10%
Thyroid receptor binding	-	0.5180	51.80%
Glucocorticoid receptor binding	+	0.5893	58.93%
Aromatase binding	-	0.7501	75.01%
PPAR gamma	-	0.6600	66.00%
Honey bee toxicity	-	0.9119	91.19%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	98.25%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.09%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	88.13%	99.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.97%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.08%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.02%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.01%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.93%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.44%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.17%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.76%	95.56%

Plants that contains it

• Dysphania botrys

Cross-Links

• PubChem: 12978160
• LOTUS: LTS0037415
• wikiData: Q104995887