Sterostrein R

Details

• Internal ID: b03c64f4-f921-495a-9e2f-d97456e184d8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (3S,5R,5aS,8S,8aS)-3,5,8-trihydroxy-5,7,7-trimethyl-3,4,5a,6,8,8a-hexahydro-1H-cyclopenta[g]isochromen-9-one
• SMILES (Canonical): CC1(CC2C(C1O)C(=O)C3=C(C2(C)O)CC(OC3)O)C
• SMILES (Isomeric): C[C@]1([C@H]2CC([C@H]([C@H]2C(=O)C3=C1C[C@H](OC3)O)O)(C)C)O
• InChI: InChI=1S/C15H22O5/c1-14(2)5-9-11(13(14)18)12(17)7-6-20-10(16)4-8(7)15(9,3)19/h9-11,13,16,18-19H,4-6H2,1-3H3/t9-,10-,11+,13-,15-/m0/s1
• InChI Key: ICBADFFZJHLIJL-UWSPEPLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.5597	55.97%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8153	81.53%
OATP2B1 inhibitior	-	0.8476	84.76%
OATP1B1 inhibitior	+	0.9232	92.32%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9511	95.11%
P-glycoprotein inhibitior	-	0.9035	90.35%
P-glycoprotein substrate	-	0.7657	76.57%
CYP3A4 substrate	+	0.5777	57.77%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.8690	86.90%
CYP2C9 inhibition	-	0.8760	87.60%
CYP2C19 inhibition	-	0.8933	89.33%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.7791	77.91%
CYP2C8 inhibition	-	0.9584	95.84%
CYP inhibitory promiscuity	-	0.9248	92.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5708	57.08%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8880	88.80%
Skin irritation	-	0.5127	51.27%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7172	71.72%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5213	52.13%
skin sensitisation	-	0.7915	79.15%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7432	74.32%
Acute Oral Toxicity (c)	I	0.5238	52.38%
Estrogen receptor binding	-	0.5544	55.44%
Androgen receptor binding	+	0.5461	54.61%
Thyroid receptor binding	+	0.5952	59.52%
Glucocorticoid receptor binding	+	0.6459	64.59%
Aromatase binding	-	0.6769	67.69%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8120	81.20%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9891	98.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.32%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.44%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.19%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.76%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.84%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.39%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.88%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.48%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.47%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%

Plants that contains it

• Teucrium bidentatum
• Teucrium montbretii
• Teucrium scordium

Cross-Links

• PubChem: 139584475
• LOTUS: LTS0156436
• wikiData: Q105325816