Pteridanoside

Details

• Internal ID: d9f7bc1d-7d86-438a-a091-6f2db47db69d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (4S,4aR,7aS,7bR)-4-hydroxy-6,6,7b-trimethyl-3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,4,4a,5,7a-hexahydrocyclobuta[g]inden-7-one
• SMILES (Canonical): CC1(CC2C(C1=O)C3(CCC3=C(C2O)COC4C(C(C(C(O4)CO)O)O)O)C)C
• SMILES (Isomeric): C[C@]12CCC1=C([C@H]([C@H]3[C@@H]2C(=O)C(C3)(C)C)O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C21H32O8/c1-20(2)6-9-13(18(20)27)21(3)5-4-11(21)10(14(9)23)8-28-19-17(26)16(25)15(24)12(7-22)29-19/h9,12-17,19,22-26H,4-8H2,1-3H3/t9-,12-,13-,14+,15-,16+,17-,19-,21+/m1/s1
• InChI Key: FZIKXHWNGMNUBK-HRDCDYDISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₈
• Molecular Weight: 412.50 g/mol
• Exact Mass: 412.20971797 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8373	83.73%
Caco-2	-	0.7727	77.27%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8463	84.63%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8314	83.14%
OATP1B3 inhibitior	-	0.3083	30.83%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	-	0.8931	89.31%
P-glycoprotein inhibitior	-	0.7695	76.95%
P-glycoprotein substrate	-	0.8700	87.00%
CYP3A4 substrate	+	0.6630	66.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.9333	93.33%
CYP2C9 inhibition	-	0.8189	81.89%
CYP2C19 inhibition	-	0.8560	85.60%
CYP2D6 inhibition	-	0.9279	92.79%
CYP1A2 inhibition	-	0.8077	80.77%
CYP2C8 inhibition	-	0.6339	63.39%
CYP inhibitory promiscuity	-	0.8925	89.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6498	64.98%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9415	94.15%
Skin irritation	-	0.6181	61.81%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.7315	73.15%
Human Ether-a-go-go-Related Gene inhibition	-	0.5865	58.65%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6240	62.40%
Acute Oral Toxicity (c)	III	0.7063	70.63%
Estrogen receptor binding	+	0.5850	58.50%
Androgen receptor binding	+	0.6589	65.89%
Thyroid receptor binding	+	0.5626	56.26%
Glucocorticoid receptor binding	+	0.6228	62.28%
Aromatase binding	+	0.6339	63.39%
PPAR gamma	-	0.5858	58.58%
Honey bee toxicity	-	0.6313	63.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9702	97.02%

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	97.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.88%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.67%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.52%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.89%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.70%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.67%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.14%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.30%	85.14%
CHEMBL204	P00734	Thrombin	81.03%	96.01%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.93%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.70%	95.83%
CHEMBL259	P32245	Melanocortin receptor 4	80.52%	95.38%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.42%	91.24%

Plants that contains it

• Artemisia lactiflora
• Attalea phalerata
• Catalpa ovata
• Citrus medica
• Crepidiastrum sonchifolium
• Dipsacus inermis
• Duguetia calycina
• Garcinia pyrifera
• Greenwayodendron oliveri
• Jacaranda mimosifolia
• Ophryosporus floribundus
• Payena lucida
• Phalaris canariensis
• Philotheca spicata
• Plumbagella micrantha
• Pteridium aquilinum
• Quassia indica
• Rivina humilis

Cross-Links

• PubChem: 11795946
• NPASS: NPC107845
• LOTUS: LTS0241397
• wikiData: Q105004960