Furostane base-2H + 1O, O-Hex, O-Pen-Pen-dHex

Details

• Internal ID: 48ae9173-bc2f-468a-9557-05dd2c28798f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-[2-[[6,16-dihydroxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-14-yl]oxy]-5-hydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
• SMILES (Isomeric): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
• InChI: InChI=1S/C49H80O22/c1-19(16-63-43-39(60)37(58)35(56)30(15-50)67-43)8-11-49(62)20(2)32-29(71-49)14-26-24-7-6-22-12-23(51)13-31(48(22,5)25(24)9-10-47(26,32)4)68-46-42(70-45-40(61)36(57)33(54)21(3)66-45)41(28(53)18-65-46)69-44-38(59)34(55)27(52)17-64-44/h6,19-21,23-46,50-62H,7-18H2,1-5H3
• InChI Key: GWOZWWNUSXSLBU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₀O₂₂
• Molecular Weight: 1021.10 g/mol
• Exact Mass: 1020.51412418 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.76
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8886	88.86%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7211	72.11%
P-glycoprotein inhibitior	+	0.7434	74.34%
P-glycoprotein substrate	+	0.7198	71.98%
CYP3A4 substrate	+	0.7580	75.80%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7523	75.23%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9076	90.76%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7678	76.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7868	78.68%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7445	74.45%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8937	89.37%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8429	84.29%
Androgen receptor binding	+	0.7128	71.28%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6605	66.05%
Aromatase binding	+	0.6657	66.57%
PPAR gamma	+	0.7827	78.27%
Honey bee toxicity	-	0.5902	59.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9176	91.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	98.77%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.03%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.19%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.41%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	91.81%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.08%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.06%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.81%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.43%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.38%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.18%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.91%	96.61%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.27%	92.88%
CHEMBL242	Q92731	Estrogen receptor beta	86.57%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.68%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.61%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	84.00%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.58%	94.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.50%	92.78%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.39%	98.46%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.81%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.42%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.63%	89.05%
CHEMBL4581	P52732	Kinesin-like protein 1	81.52%	93.18%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	81.36%	87.38%
CHEMBL3401	O75469	Pregnane X receptor	81.11%	94.73%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.01%	95.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.98%	89.67%
CHEMBL5255	O00206	Toll-like receptor 4	80.83%	92.50%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	80.23%	95.00%

Plants that contains it

• Ruscus colchicus
• Salvia chionopeplica

Cross-Links

• PubChem: 139291869
• LOTUS: LTS0012453
• wikiData: Q105104628