(1S,2R,4aS,7R,8S,8aS)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalene-1,2,8-triol

Details

• Internal ID: 44ab1ba0-0fad-4cb0-adbd-8bd8215cbb02
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1S,2R,4aS,7R,8S,8aS)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalene-1,2,8-triol
• SMILES (Canonical): CC12CCC(C(C1C(C(CC2)O)(C)O)O)C(C)(C)O
• SMILES (Isomeric): C[C@@]12CC[C@H]([C@@H]([C@H]1[C@]([C@@H](CC2)O)(C)O)O)C(C)(C)O
• InChI: InChI=1S/C15H28O4/c1-13(2,18)9-5-7-14(3)8-6-10(16)15(4,19)12(14)11(9)17/h9-12,16-19H,5-8H2,1-4H3/t9-,10-,11+,12-,14+,15-/m1/s1
• InChI Key: BZKYJRNQZFWJTD-XFWGRBSCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₈O₄
• Molecular Weight: 272.38 g/mol
• Exact Mass: 272.19875937 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9547	95.47%
Caco-2	-	0.5536	55.36%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5943	59.43%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9594	95.94%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	-	0.7950	79.50%
P-glycoprotein inhibitior	-	0.9123	91.23%
P-glycoprotein substrate	-	0.8391	83.91%
CYP3A4 substrate	+	0.5380	53.80%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.7294	72.94%
CYP3A4 inhibition	-	0.8363	83.63%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.8309	83.09%
CYP2D6 inhibition	-	0.9617	96.17%
CYP1A2 inhibition	-	0.7170	71.70%
CYP2C8 inhibition	-	0.8567	85.67%
CYP inhibitory promiscuity	-	0.9755	97.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6963	69.63%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8805	88.05%
Skin irritation	+	0.5245	52.45%
Skin corrosion	-	0.9043	90.43%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7045	70.45%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5559	55.59%
skin sensitisation	-	0.7111	71.11%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6939	69.39%
Acute Oral Toxicity (c)	III	0.5867	58.67%
Estrogen receptor binding	+	0.5266	52.66%
Androgen receptor binding	-	0.5237	52.37%
Thyroid receptor binding	+	0.5629	56.29%
Glucocorticoid receptor binding	+	0.6671	66.71%
Aromatase binding	-	0.5085	50.85%
PPAR gamma	-	0.7804	78.04%
Honey bee toxicity	-	0.8747	87.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9492	94.92%

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	97.62%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.25%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.65%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.31%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.18%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.25%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.81%	95.89%
CHEMBL1871	P10275	Androgen Receptor	82.43%	96.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.15%	93.04%
CHEMBL259	P32245	Melanocortin receptor 4	81.03%	95.38%

Plants that contains it

• Dysphania botrys

Cross-Links

• PubChem: 102239780
• LOTUS: LTS0130357
• wikiData: Q104950517