(2R,3S)-sulfated pterosin C, (+)-

Details

• Internal ID: 94699503-350c-490f-a619-2b02dfa84385
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: 2-[(1S,2R)-1-hydroxy-2,4,6-trimethyl-3-oxo-1,2-dihydroinden-5-yl]ethyl hydrogen sulfate
• SMILES (Canonical): CC1C(C2=C(C1=O)C(=C(C(=C2)C)CCOS(=O)(=O)O)C)O
• SMILES (Isomeric): C[C@@H]1[C@@H](C2=C(C1=O)C(=C(C(=C2)C)CCOS(=O)(=O)O)C)O
• InChI: InChI=1S/C14H18O6S/c1-7-6-11-12(14(16)9(3)13(11)15)8(2)10(7)4-5-20-21(17,18)19/h6,9,13,15H,4-5H2,1-3H3,(H,17,18,19)/t9-,13+/m1/s1
• InChI Key: AJYKBYFVDNGNQI-RNCFNFMXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₆S
• Molecular Weight: 314.36 g/mol
• Exact Mass: 314.08240946 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEBI:69465
• (2R,3S)-sulfated pterosin C, (+)-
• Q27137803

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9375	93.75%
Caco-2	-	0.5493	54.93%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6453	64.53%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7868	78.68%
P-glycoprotein inhibitior	-	0.8913	89.13%
P-glycoprotein substrate	-	0.7636	76.36%
CYP3A4 substrate	+	0.5275	52.75%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	-	0.7898	78.98%
CYP3A4 inhibition	-	0.9511	95.11%
CYP2C9 inhibition	-	0.8491	84.91%
CYP2C19 inhibition	-	0.8317	83.17%
CYP2D6 inhibition	-	0.9014	90.14%
CYP1A2 inhibition	-	0.7467	74.67%
CYP2C8 inhibition	-	0.7433	74.33%
CYP inhibitory promiscuity	-	0.8721	87.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	+	0.5961	59.61%
Carcinogenicity (trinary)	Non-required	0.6378	63.78%
Eye corrosion	-	0.9400	94.00%
Eye irritation	-	0.7089	70.89%
Skin irritation	-	0.7607	76.07%
Skin corrosion	-	0.7559	75.59%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8726	87.26%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5640	56.40%
skin sensitisation	-	0.8128	81.28%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7505	75.05%
Acute Oral Toxicity (c)	III	0.6456	64.56%
Estrogen receptor binding	-	0.7133	71.33%
Androgen receptor binding	-	0.5742	57.42%
Thyroid receptor binding	-	0.7562	75.62%
Glucocorticoid receptor binding	-	0.7972	79.72%
Aromatase binding	-	0.9146	91.46%
PPAR gamma	-	0.7716	77.16%
Honey bee toxicity	-	0.8400	84.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9805	98.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.49%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.86%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.45%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.87%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.20%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.66%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.37%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.52%	86.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.67%	96.90%

Plants that contains it

• Acrostichum aureum
• Anthocleista procera
• Crepidiastrum denticulatum subsp. denticulatum
• Pseudognaphalium oligandrum
• Sideritis hirsuta
• Wulfenia orientalis

Cross-Links

• PubChem: 54672170
• NPASS: NPC189023
• LOTUS: LTS0031116
• wikiData: Q27137803