Sterebin D

Details

• Internal ID: d6be7e2f-9e5d-4175-a1bd-b57363f56e4e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E)-4-(2,3-dihydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)but-3-en-2-one
• SMILES (Canonical): CC(=O)C=CC1C2(CCCC(C2CC(C1(C)O)O)(C)C)C
• SMILES (Isomeric): CC(=O)/C=C/C1C2(CCCC(C2CC(C1(C)O)O)(C)C)C
• InChI: InChI=1S/C18H30O3/c1-12(19)7-8-13-17(4)10-6-9-16(2,3)14(17)11-15(20)18(13,5)21/h7-8,13-15,20-21H,6,9-11H2,1-5H3/b8-7+
• InChI Key: BQUAFPABUCARCY-BQYQJAHWSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₃
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEBI:190844
• (E)-4-(2,3-dihydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)but-3-en-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.6384	63.84%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8274	82.74%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.9743	97.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6289	62.89%
P-glycoprotein inhibitior	-	0.9061	90.61%
P-glycoprotein substrate	-	0.8481	84.81%
CYP3A4 substrate	+	0.6178	61.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8939	89.39%
CYP3A4 inhibition	-	0.7484	74.84%
CYP2C9 inhibition	-	0.8760	87.60%
CYP2C19 inhibition	-	0.7863	78.63%
CYP2D6 inhibition	-	0.9630	96.30%
CYP1A2 inhibition	-	0.8038	80.38%
CYP2C8 inhibition	-	0.8060	80.60%
CYP inhibitory promiscuity	-	0.9573	95.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6540	65.40%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9705	97.05%
Skin irritation	+	0.5850	58.50%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6289	62.89%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5834	58.34%
skin sensitisation	-	0.5332	53.32%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6498	64.98%
Acute Oral Toxicity (c)	III	0.7032	70.32%
Estrogen receptor binding	-	0.4816	48.16%
Androgen receptor binding	-	0.6164	61.64%
Thyroid receptor binding	+	0.6071	60.71%
Glucocorticoid receptor binding	+	0.6599	65.99%
Aromatase binding	-	0.5921	59.21%
PPAR gamma	-	0.6427	64.27%
Honey bee toxicity	-	0.7718	77.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9859	98.59%

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	93.77%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.18%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.76%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.78%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.28%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.73%	89.00%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	81.56%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.53%	94.45%

Plants that contains it

• Stevia rebaudiana

Cross-Links

• PubChem: 14396288
• LOTUS: LTS0106068
• wikiData: Q104944567