4-(5-methoxy-3-methylpenta-1,3-dienyl)-3,4a,8,8-tetramethyl-2,4,5,6,7,8a-hexahydro-1H-naphthalene-1,2,3-triol

Details

• Internal ID: 4b5a1270-addf-4d25-8308-d9cd376e46e2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4-(5-methoxy-3-methylpenta-1,3-dienyl)-3,4a,8,8-tetramethyl-2,4,5,6,7,8a-hexahydro-1H-naphthalene-1,2,3-triol
• SMILES (Canonical): CC(=CCOC)C=CC1C2(CCCC(C2C(C(C1(C)O)O)O)(C)C)C
• SMILES (Isomeric): CC(=CCOC)C=CC1C2(CCCC(C2C(C(C1(C)O)O)O)(C)C)C
• InChI: InChI=1S/C21H36O4/c1-14(10-13-25-6)8-9-15-20(4)12-7-11-19(2,3)17(20)16(22)18(23)21(15,5)24/h8-10,15-18,22-24H,7,11-13H2,1-6H3
• InChI Key: KOMLQPBMYPUDGX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₄
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.26135963 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9497	94.97%
Caco-2	+	0.5640	56.40%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6338	63.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8705	87.05%
OATP1B3 inhibitior	+	0.8832	88.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7317	73.17%
BSEP inhibitior	+	0.6694	66.94%
P-glycoprotein inhibitior	-	0.7541	75.41%
P-glycoprotein substrate	-	0.6515	65.15%
CYP3A4 substrate	+	0.6317	63.17%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.8944	89.44%
CYP2C9 inhibition	-	0.6904	69.04%
CYP2C19 inhibition	-	0.7493	74.93%
CYP2D6 inhibition	-	0.8922	89.22%
CYP1A2 inhibition	-	0.6985	69.85%
CYP2C8 inhibition	-	0.6256	62.56%
CYP inhibitory promiscuity	-	0.8061	80.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6986	69.86%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9708	97.08%
Skin irritation	-	0.6971	69.71%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5204	52.04%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5226	52.26%
skin sensitisation	-	0.7153	71.53%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6410	64.10%
Acute Oral Toxicity (c)	III	0.6811	68.11%
Estrogen receptor binding	+	0.7223	72.23%
Androgen receptor binding	-	0.5846	58.46%
Thyroid receptor binding	+	0.6608	66.08%
Glucocorticoid receptor binding	+	0.5692	56.92%
Aromatase binding	+	0.6988	69.88%
PPAR gamma	+	0.5682	56.82%
Honey bee toxicity	-	0.8247	82.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9554	95.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.27%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.54%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.28%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.52%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.15%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.86%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.96%	94.75%
CHEMBL2581	P07339	Cathepsin D	82.78%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.36%	97.09%

Plants that contains it

• Stevia rebaudiana

Cross-Links

• PubChem: 72829951
• LOTUS: LTS0226732
• wikiData: Q105143883