Squalestatin H2

Details

• Internal ID: 0b13a89c-8b89-4407-b3e1-61774b5f03e3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (1S,3S,4S,5R,6R,7R)-4,6,7-trihydroxy-1-[(4S,5R)-4-hydroxy-5-methyl-3-methylidene-6-phenylhexyl]-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
• InChI: InChI=1S/C23H28O12/c1-11(14(24)12(2)10-13-6-4-3-5-7-13)8-9-21-15(25)16(26)23(35-21,20(31)32)22(33,19(29)30)17(34-21)18(27)28/h3-7,12,14-17,24-26,33H,1,8-10H2,2H3,(H,27,28)(H,29,30)(H,31,32)/t12-,14-,15-,16-,17-,21+,22-,23+/m1/s1
• InChI Key: OPFFSLQHSCNUPP-UAXGFBGFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₁₂
• Molecular Weight: 496.50 g/mol
• Exact Mass: 496.15807632 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.87
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

• Squalestatin H2
• BDBM50283626
• (1S,3S,4S,5R,6R,7R)-4,6,7-Trihydroxy-1-((4S,5R)-4-hydroxy-5-methyl-3-methylene-6-phenyl-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6140	61.40%
Caco-2	-	0.8269	82.69%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7753	77.53%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.8906	89.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7053	70.53%
BSEP inhibitior	-	0.8393	83.93%
P-glycoprotein inhibitior	-	0.6016	60.16%
P-glycoprotein substrate	-	0.5067	50.67%
CYP3A4 substrate	+	0.5780	57.80%
CYP2C9 substrate	-	0.5992	59.92%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.7820	78.20%
CYP2C9 inhibition	-	0.7894	78.94%
CYP2C19 inhibition	-	0.7743	77.43%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	-	0.8234	82.34%
CYP2C8 inhibition	+	0.5354	53.54%
CYP inhibitory promiscuity	-	0.9252	92.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5176	51.76%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9289	92.89%
Skin irritation	-	0.6209	62.09%
Skin corrosion	-	0.8988	89.88%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4342	43.42%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5964	59.64%
skin sensitisation	-	0.8000	80.00%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7935	79.35%
Acute Oral Toxicity (c)	III	0.3549	35.49%
Estrogen receptor binding	+	0.7637	76.37%
Androgen receptor binding	+	0.6935	69.35%
Thyroid receptor binding	+	0.6000	60.00%
Glucocorticoid receptor binding	+	0.6903	69.03%
Aromatase binding	+	0.7053	70.53%
PPAR gamma	+	0.6522	65.22%
Honey bee toxicity	-	0.7881	78.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9832	98.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.20%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.91%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.66%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	87.79%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.67%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.23%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.44%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44323533
• LOTUS: LTS0201247
• wikiData: Q77496486