Sedoheptulosan

Details

• Internal ID: 238a3fc8-5e61-4c6b-9fd1-0aa2ed6bf267
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1R,2S,3R,4S,5R)-5-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
• SMILES (Canonical): C1C2C(C(C(C(O1)(O2)CO)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@H]([C@@H]([C@](O1)(O2)CO)O)O)O
• InChI: InChI=1S/C7H12O6/c8-2-7-6(11)5(10)4(9)3(13-7)1-12-7/h3-6,8-11H,1-2H2/t3-,4-,5-,6+,7-/m1/s1
• InChI Key: GKUQBELMWYQKKJ-BNWJMWRWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₂O₆
• Molecular Weight: 192.17 g/mol
• Exact Mass: 192.06338810 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.81
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• Sedoheptulose anhydride
• 469-90-9
• 2,7-anhydro-beta-D-altro-hept-2-ulopyranose
• (1R,2S,3R,4S,5R)-5-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
• 2,7-Anhydro-beta-D-altro-2-heptulopyranose
• .beta.-D-altro-2-Heptulopyranose, 2,7-anhydro-
• Sedoheptulose anhydride monohydrate
• SCHEMBL489160
• CHEBI:32488
• GKUQBELMWYQKKJ-BNWJMWRWSA-N
• DTXSID601317385
• MFCD00150523
• AKOS040763771
• HY-W145500
• CS-0214434
• W-202824
• Q27114957

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9268	92.68%
Caco-2	-	0.9386	93.86%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6363	63.63%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9638	96.38%
OATP1B3 inhibitior	+	0.9634	96.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9427	94.27%
P-glycoprotein inhibitior	-	0.9815	98.15%
P-glycoprotein substrate	-	0.9342	93.42%
CYP3A4 substrate	-	0.6535	65.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8200	82.00%
CYP3A4 inhibition	-	0.9780	97.80%
CYP2C9 inhibition	-	0.9468	94.68%
CYP2C19 inhibition	-	0.8770	87.70%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.9439	94.39%
CYP2C8 inhibition	-	0.9698	96.98%
CYP inhibitory promiscuity	-	0.9793	97.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.8583	85.83%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7077	70.77%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6050	60.50%
skin sensitisation	-	0.9369	93.69%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5587	55.87%
Acute Oral Toxicity (c)	IV	0.4570	45.70%
Estrogen receptor binding	-	0.8975	89.75%
Androgen receptor binding	-	0.8135	81.35%
Thyroid receptor binding	-	0.6943	69.43%
Glucocorticoid receptor binding	-	0.7147	71.47%
Aromatase binding	-	0.8425	84.25%
PPAR gamma	-	0.7850	78.50%
Honey bee toxicity	-	0.8394	83.94%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.6872	68.72%

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	96.16%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	91.95%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.79%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.77%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.98%	100.00%

Plants that contains it

• Papaver somniferum
• Phedimus aizoon
• Sedum sarmentosum

Cross-Links

• PubChem: 5460956
• NPASS: NPC103094