4a,5,6-Trihydroxy-3-(2-hydroxypropan-2-yl)-5,8a-dimethyl-1,6,7,8-tetrahydronaphthalen-2-one

Details

• Internal ID: c213f4fd-5b97-4877-be6d-e7a253f10161
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 4a,5,6-trihydroxy-3-(2-hydroxypropan-2-yl)-5,8a-dimethyl-1,6,7,8-tetrahydronaphthalen-2-one
• SMILES (Canonical): CC12CCC(C(C1(C=C(C(=O)C2)C(C)(C)O)O)(C)O)O
• SMILES (Isomeric): CC12CCC(C(C1(C=C(C(=O)C2)C(C)(C)O)O)(C)O)O
• InChI: InChI=1S/C15H24O5/c1-12(2,18)9-7-15(20)13(3,8-10(9)16)6-5-11(17)14(15,4)19/h7,11,17-20H,5-6,8H2,1-4H3
• InChI Key: PKBWTQGZOCAWEP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₅
• Molecular Weight: 284.35 g/mol
• Exact Mass: 284.16237386 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 5
• 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	+	0.9811	98.11%
Caco-2	+	0.6118	61.18%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7089	70.89%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9319	93.19%
OATP1B3 inhibitior	+	0.8599	85.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.7266	72.66%
P-glycoprotein inhibitior	-	0.9406	94.06%
P-glycoprotein substrate	-	0.8395	83.95%
CYP3A4 substrate	+	0.6109	61.09%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.6860	68.60%
CYP2C9 inhibition	-	0.7930	79.30%
CYP2C19 inhibition	-	0.7756	77.56%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.8216	82.16%
CYP2C8 inhibition	-	0.8963	89.63%
CYP inhibitory promiscuity	-	0.9075	90.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6175	61.75%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8181	81.81%
Skin irritation	+	0.5515	55.15%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.7440	74.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.8172	81.72%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.6212	62.12%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5189	51.89%
Acute Oral Toxicity (c)	III	0.4567	45.67%
Estrogen receptor binding	-	0.4804	48.04%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5845	58.45%
Glucocorticoid receptor binding	-	0.5114	51.14%
Aromatase binding	+	0.6972	69.72%
PPAR gamma	-	0.8321	83.21%
Honey bee toxicity	-	0.9263	92.63%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9777	97.77%

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	93.86%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.09%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.13%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.86%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.54%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.05%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.33%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.38%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.95%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.48%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.95%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	81.78%	94.75%

Plants that contains it

• Pluchea arguta

Cross-Links

• PubChem: 163017380
• LOTUS: LTS0040794
• wikiData: Q105210301