Tetraphyllin B

Details

• Internal ID: 5c9a826d-c2c7-49aa-893c-9008f9471bda
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: 4-hydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carbonitrile
• SMILES (Canonical): C1C(C=CC1(C#N)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1C(C=CC1(C#N)OC2C(C(C(C(O2)CO)O)O)O)O
• InChI: InChI=1S/C12H17NO7/c13-5-12(2-1-6(15)3-12)20-11-10(18)9(17)8(16)7(4-14)19-11/h1-2,6-11,14-18H,3-4H2
• InChI Key: JRCWYCAEAZEYNW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇NO₇
• Molecular Weight: 287.27 g/mol
• Exact Mass: 287.10050188 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.61
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• NSC370271
• TETRAPHYLLIN B: EPITETRAPHYLLIN B (KCS-2CA)
• (1S,4S)-Tetraphyllin B
• NSC-370271

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8677	86.77%
Caco-2	-	0.8764	87.64%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6033	60.33%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9495	94.95%
P-glycoprotein inhibitior	-	0.9200	92.00%
P-glycoprotein substrate	-	0.9492	94.92%
CYP3A4 substrate	+	0.5393	53.93%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8197	81.97%
CYP3A4 inhibition	-	0.8915	89.15%
CYP2C9 inhibition	-	0.9123	91.23%
CYP2C19 inhibition	-	0.8679	86.79%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.8973	89.73%
CYP2C8 inhibition	-	0.8115	81.15%
CYP inhibitory promiscuity	-	0.8562	85.62%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6849	68.49%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9865	98.65%
Skin irritation	-	0.8140	81.40%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3993	39.93%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7199	71.99%
skin sensitisation	-	0.8570	85.70%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8479	84.79%
Acute Oral Toxicity (c)	III	0.5785	57.85%
Estrogen receptor binding	-	0.8246	82.46%
Androgen receptor binding	-	0.5844	58.44%
Thyroid receptor binding	-	0.5164	51.64%
Glucocorticoid receptor binding	-	0.5291	52.91%
Aromatase binding	-	0.5824	58.24%
PPAR gamma	-	0.5354	53.54%
Honey bee toxicity	-	0.6061	60.61%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.9280	92.80%

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	97.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.84%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	93.71%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	92.84%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.63%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.58%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.02%	90.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.81%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.53%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.01%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.46%	97.53%

Plants that contains it

• Adenia cissampeloides
• Adenia digitata
• Adenia volkensii
• Androsiphonia adenostegia
• Carica papaya
• Lindackeria dentata
• Malesherbia auristipulata
• Mathurina penduliflora
• Passiflora coriacea
• Passiflora foetida
• Passiflora perfoliata
• Passiflora tetrandra
• Turnera diffusa
• Turnera ulmifolia

Cross-Links

• PubChem: 115164
• LOTUS: LTS0150559
• wikiData: Q105133837