(2S,4aR,8aS)-2-(2-hydroxypropan-2-yl)-4a-methyl-8-methylidene-3,4,5,6,7,8a-hexahydro-1H-naphthalen-2-ol

Details

• Internal ID: c42d9f1c-2e80-414e-a1f1-25ab852302a5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (2S,4aR,8aS)-2-(2-hydroxypropan-2-yl)-4a-methyl-8-methylidene-3,4,5,6,7,8a-hexahydro-1H-naphthalen-2-ol
• SMILES (Canonical): CC12CCCC(=C)C1CC(CC2)(C(C)(C)O)O
• SMILES (Isomeric): C[C@]12CCCC(=C)[C@@H]1C[C@@](CC2)(C(C)(C)O)O
• InChI: InChI=1S/C15H26O2/c1-11-6-5-7-14(4)8-9-15(17,10-12(11)14)13(2,3)16/h12,16-17H,1,5-10H2,2-4H3/t12-,14+,15-/m0/s1
• InChI Key: YTDHRNHFSMXJLO-CFVMTHIKSA-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: 2.50
• Atomic LogP (AlogP): 3.03
• 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	+	0.9941	99.41%
Caco-2	+	0.7590	75.90%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5423	54.23%
OATP2B1 inhibitior	-	0.8495	84.95%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.9281	92.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8720	87.20%
P-glycoprotein inhibitior	-	0.9579	95.79%
P-glycoprotein substrate	-	0.9066	90.66%
CYP3A4 substrate	+	0.5203	52.03%
CYP2C9 substrate	-	0.5345	53.45%
CYP2D6 substrate	-	0.7701	77.01%
CYP3A4 inhibition	-	0.8123	81.23%
CYP2C9 inhibition	-	0.8058	80.58%
CYP2C19 inhibition	-	0.5668	56.68%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.8129	81.29%
CYP2C8 inhibition	-	0.8863	88.63%
CYP inhibitory promiscuity	-	0.8907	89.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9830	98.30%
Eye irritation	+	0.7747	77.47%
Skin irritation	-	0.5420	54.20%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6161	61.61%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5930	59.30%
skin sensitisation	+	0.5624	56.24%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5761	57.61%
Acute Oral Toxicity (c)	III	0.7996	79.96%
Estrogen receptor binding	-	0.7141	71.41%
Androgen receptor binding	-	0.6317	63.17%
Thyroid receptor binding	-	0.6486	64.86%
Glucocorticoid receptor binding	+	0.5728	57.28%
Aromatase binding	-	0.6670	66.70%
PPAR gamma	-	0.7998	79.98%
Honey bee toxicity	-	0.9310	93.10%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9826	98.26%

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	98.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.18%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.69%	92.94%
CHEMBL1977	P11473	Vitamin D receptor	88.24%	99.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.29%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	83.90%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.41%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.66%	94.78%
CHEMBL206	P03372	Estrogen receptor alpha	80.06%	97.64%

Plants that contains it

• Atractylodes lancea

Cross-Links

• PubChem: 102519766
• LOTUS: LTS0242872
• wikiData: Q105361291