6-(2-Hydroxypropan-2-yl)-4,8a-dimethyl-1,2,4a,5,7,8-hexahydronaphthalene-1,6-diol

Details

• Internal ID: db432902-d1ee-4bc0-9ec2-4266a543eb6d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-1,2,4a,5,7,8-hexahydronaphthalene-1,6-diol
• SMILES (Canonical): CC1=CCC(C2(C1CC(CC2)(C(C)(C)O)O)C)O
• SMILES (Isomeric): CC1=CCC(C2(C1CC(CC2)(C(C)(C)O)O)C)O
• InChI: InChI=1S/C15H26O3/c1-10-5-6-12(16)14(4)7-8-15(18,9-11(10)14)13(2,3)17/h5,11-12,16-18H,6-9H2,1-4H3
• InChI Key: JYAFOWYMYJPOAV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.4884	48.84%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7148	71.48%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9683	96.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8349	83.49%
P-glycoprotein inhibitior	-	0.9645	96.45%
P-glycoprotein substrate	-	0.8427	84.27%
CYP3A4 substrate	+	0.5789	57.89%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.7743	77.43%
CYP2C9 inhibition	-	0.8776	87.76%
CYP2C19 inhibition	-	0.7502	75.02%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.8895	88.95%
CYP2C8 inhibition	-	0.8146	81.46%
CYP inhibitory promiscuity	-	0.8840	88.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6259	62.59%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8599	85.99%
Skin irritation	+	0.5321	53.21%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7073	70.73%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6324	63.24%
skin sensitisation	+	0.5215	52.15%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7498	74.98%
Acute Oral Toxicity (c)	III	0.6547	65.47%
Estrogen receptor binding	-	0.5251	52.51%
Androgen receptor binding	-	0.6697	66.97%
Thyroid receptor binding	-	0.5141	51.41%
Glucocorticoid receptor binding	+	0.6307	63.07%
Aromatase binding	-	0.6714	67.14%
PPAR gamma	-	0.7560	75.60%
Honey bee toxicity	-	0.9091	90.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9861	98.61%

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	97.61%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.53%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.29%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.36%	100.00%
CHEMBL1871	P10275	Androgen Receptor	84.47%	96.43%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.36%	93.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.40%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.59%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	80.00%	98.95%

Plants that contains it

• Sarcandra glabra

Cross-Links

• PubChem: 163046150
• LOTUS: LTS0217818
• wikiData: Q105136881