[(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6S)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4R,5S,6S)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 9c7c1ecc-c475-4180-a663-ade96c6026a9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6S)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4R,5S,6S)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CCC5(C4(CC=C3C2)O)O)(C(=O)C)O)C)OC(=O)C=CC6=CC=CC=C6)C)OC)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1C(C(C(C(O1)CO)O)O)O)OC)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4C[C@H]([C@@]5([C@@](CC[C@@]5([C@@]4(CC=C3C2)O)O)(C(=O)C)O)C)OC(=O)/C=C/C6=CC=CC=C6)C)OC)O[C@H]7C[C@@H]([C@@H]([C@@H](O7)C)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)O[C@H]9C[C@H]([C@H]([C@@H](O9)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC)OC)OC
• InChI: InChI=1S/C64H96O24/c1-32-55(85-49-27-41(75-9)56(33(2)79-49)86-50-28-42(76-10)57(34(3)80-50)87-51-29-43(77-11)58(35(4)81-51)88-59-54(70)53(69)52(68)44(31-65)83-59)40(74-8)26-48(78-32)82-39-20-21-60(6)38(25-39)19-22-63(72)45(60)30-46(84-47(67)18-17-37-15-13-12-14-16-37)61(7)62(71,36(5)66)23-24-64(61,63)73/h12-19,32-35,39-46,48-59,65,68-73H,20-31H2,1-11H3/b18-17+/t32-,33+,34-,35+,39+,40+,41+,42+,43-,44-,45-,46-,48+,49+,50+,51+,52-,53+,54-,55-,56-,57-,58+,59+,60+,61-,62-,63+,64-/m1/s1
• InChI Key: RIRMNTGEIZQKRB-WEBYPEBWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₉₆O₂₄
• Molecular Weight: 1249.40 g/mol
• Exact Mass: 1248.62915392 g/mol
• Topological Polar Surface Area (TPSA): 314.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 24
• H-Bond Donor: 7
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8556	85.56%
Caco-2	-	0.8610	86.10%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7877	78.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8316	83.16%
OATP1B3 inhibitior	+	0.8970	89.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7303	73.03%
BSEP inhibitior	+	0.9849	98.49%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	+	0.7177	71.77%
CYP3A4 substrate	+	0.7433	74.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8914	89.14%
CYP3A4 inhibition	-	0.7046	70.46%
CYP2C9 inhibition	-	0.8976	89.76%
CYP2C19 inhibition	-	0.9183	91.83%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.8724	87.24%
CYP2C8 inhibition	+	0.7922	79.22%
CYP inhibitory promiscuity	-	0.9417	94.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5906	59.06%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8980	89.80%
Skin irritation	-	0.5166	51.66%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.7140	71.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7580	75.80%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.7723	77.23%
skin sensitisation	-	0.9237	92.37%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.9368	93.68%
Acute Oral Toxicity (c)	I	0.5623	56.23%
Estrogen receptor binding	+	0.7217	72.17%
Androgen receptor binding	+	0.7709	77.09%
Thyroid receptor binding	+	0.7042	70.42%
Glucocorticoid receptor binding	+	0.8084	80.84%
Aromatase binding	+	0.6744	67.44%
PPAR gamma	+	0.8181	81.81%
Honey bee toxicity	-	0.6193	61.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9677	96.77%

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	98.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.96%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.55%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.75%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.03%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.08%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.35%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.28%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.16%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.06%	97.09%
CHEMBL5028	O14672	ADAM10	89.29%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.09%	94.08%
CHEMBL226	P30542	Adenosine A1 receptor	86.25%	95.93%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.92%	94.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.33%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.62%	97.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.90%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.30%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.72%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.14%	92.62%

Plants that contains it

• Cynanchum auriculatum
• Cynanchum wilfordii
• Flemingia prostrata
• Mesembryanthemum tortuosum

Cross-Links

• PubChem: 57336794
• NPASS: NPC298834
• LOTUS: LTS0156594
• wikiData: Q105237082