(1S,2S,4S,8S,9S,12S,13R,16S)-16-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-7-methylidene-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-one

Details

• Internal ID: f9c75f94-4dbe-4840-a15e-a5bacb260b05
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (1S,2S,4S,8S,9S,12S,13R,16S)-16-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-7-methylidene-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(OC(C(C3O)OC4C(C(C(C(O4)C)O)O)O)OC5CCC6(C7CCC8(C(C7CC=C6C5)CC9C8C(=C)C(=O)O9)C)C)CO)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O)O)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O[C@H]5CC[C@@]6([C@H]7CC[C@]8([C@H]([C@@H]7CC=C6C5)C[C@H]9[C@@H]8C(=C)C(=O)O9)C)C)CO)C)O)O)O
• InChI: InChI=1S/C46H70O20/c1-16-27-25(62-40(16)57)14-24-22-8-7-20-13-21(9-11-45(20,5)23(22)10-12-46(24,27)6)61-44-39(66-42-34(54)31(51)29(49)18(3)59-42)36(56)38(26(15-47)63-44)65-43-35(55)32(52)37(19(4)60-43)64-41-33(53)30(50)28(48)17(2)58-41/h7,17-19,21-39,41-44,47-56H,1,8-15H2,2-6H3/t17-,18-,19-,21-,22+,23-,24-,25-,26+,27-,28-,29-,30+,31+,32-,33+,34+,35+,36-,37-,38+,39+,41-,42-,43-,44+,45-,46-/m0/s1
• InChI Key: VYRKDHDMSNZOKO-WQOKFIDVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₀O₂₀
• Molecular Weight: 943.00 g/mol
• Exact Mass: 942.44604462 g/mol
• Topological Polar Surface Area (TPSA): 302.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.60
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8057	80.57%
Caco-2	-	0.8824	88.24%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7850	78.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8854	88.54%
OATP1B3 inhibitior	+	0.8617	86.17%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8844	88.44%
P-glycoprotein inhibitior	+	0.7376	73.76%
P-glycoprotein substrate	+	0.5371	53.71%
CYP3A4 substrate	+	0.7498	74.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8749	87.49%
CYP3A4 inhibition	-	0.8533	85.33%
CYP2C9 inhibition	-	0.9111	91.11%
CYP2C19 inhibition	-	0.9139	91.39%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.8195	81.95%
CYP2C8 inhibition	+	0.7144	71.44%
CYP inhibitory promiscuity	-	0.8686	86.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5189	51.89%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9106	91.06%
Skin irritation	+	0.5977	59.77%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7473	74.73%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9032	90.32%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7870	78.70%
Acute Oral Toxicity (c)	III	0.6060	60.60%
Estrogen receptor binding	+	0.8508	85.08%
Androgen receptor binding	+	0.7132	71.32%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7112	71.12%
Aromatase binding	+	0.6931	69.31%
PPAR gamma	+	0.7774	77.74%
Honey bee toxicity	-	0.5680	56.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9813	98.13%

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	98.17%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.64%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.18%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.99%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.98%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	92.42%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.86%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.07%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.37%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.50%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.39%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.30%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.84%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.37%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.87%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.25%	95.83%
CHEMBL1937	Q92769	Histone deacetylase 2	83.34%	94.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.47%	97.33%
CHEMBL5255	O00206	Toll-like receptor 4	82.05%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	81.43%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102484780
• LOTUS: LTS0163949
• wikiData: Q105299279