(1R,4aR,6R,7S,8aS)-1,4a-dimethyl-7-propan-2-yl-3,4,5,6,8,8a-hexahydro-2H-naphthalene-1,6,7-triol

Details

• Internal ID: 472fbdb9-5089-42cd-90b6-608ea41186b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1R,4aR,6R,7S,8aS)-1,4a-dimethyl-7-propan-2-yl-3,4,5,6,8,8a-hexahydro-2H-naphthalene-1,6,7-triol
• SMILES (Canonical): CC(C)C1(CC2C(CCCC2(C)O)(CC1O)C)O
• SMILES (Isomeric): CC(C)[C@]1(C[C@H]2[C@](CCC[C@@]2(C)O)(C[C@H]1O)C)O
• InChI: InChI=1S/C15H28O3/c1-10(2)15(18)8-11-13(3,9-12(15)16)6-5-7-14(11,4)17/h10-12,16-18H,5-9H2,1-4H3/t11-,12+,13+,14+,15-/m0/s1
• InChI Key: MHKITYMDDXOTNX-JARUQAPTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₈O₃
• Molecular Weight: 256.38 g/mol
• Exact Mass: 256.20384475 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.09
• 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	+	0.9907	99.07%
Caco-2	-	0.5236	52.36%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7237	72.37%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.9513	95.13%
OATP1B3 inhibitior	+	0.9739	97.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8919	89.19%
P-glycoprotein inhibitior	-	0.9505	95.05%
P-glycoprotein substrate	-	0.9050	90.50%
CYP3A4 substrate	+	0.5128	51.28%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.7294	72.94%
CYP3A4 inhibition	-	0.8757	87.57%
CYP2C9 inhibition	-	0.8895	88.95%
CYP2C19 inhibition	-	0.8353	83.53%
CYP2D6 inhibition	-	0.9704	97.04%
CYP1A2 inhibition	-	0.7773	77.73%
CYP2C8 inhibition	-	0.9456	94.56%
CYP inhibitory promiscuity	-	0.9661	96.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6860	68.60%
Eye corrosion	-	0.9838	98.38%
Eye irritation	+	0.6069	60.69%
Skin irritation	+	0.5281	52.81%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7449	74.49%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.5641	56.41%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6802	68.02%
Acute Oral Toxicity (c)	III	0.7273	72.73%
Estrogen receptor binding	-	0.5831	58.31%
Androgen receptor binding	-	0.6461	64.61%
Thyroid receptor binding	+	0.5485	54.85%
Glucocorticoid receptor binding	-	0.5396	53.96%
Aromatase binding	-	0.5425	54.25%
PPAR gamma	-	0.7769	77.69%
Honey bee toxicity	-	0.9092	90.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9559	95.59%

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	93.46%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.66%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.72%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.32%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.22%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.53%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.89%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	83.24%	97.79%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.15%	85.30%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.85%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.27%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.69%	94.45%

Plants that contains it

• Cleome droserifolia

Cross-Links

• PubChem: 162992388
• LOTUS: LTS0223249
• wikiData: Q105163848