1-[(2'S,3S,4'R,5R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,4,4',10,13,14-hexamethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,5'-oxolane]-2'-yl]propan-1-one

Details

• Internal ID: 14d791a3-5323-4f99-9fb6-303264f5ef56
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 1-[(2'S,3S,4'R,5R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,4,4',10,13,14-hexamethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,5'-oxolane]-2'-yl]propan-1-one
• SMILES (Canonical): CCC(=O)C1CC(C2(O1)CCC3(C2(CCC4=C3CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)OC1C(C(C(C(O1)C)O)O)O)O)O)O)C)C)C)C
• SMILES (Isomeric): CCC(=O)[C@@H]1C[C@H]([C@@]2(O1)CC[C@@]3([C@@]2(CCC4=C3CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)O)O)O)C)C)C)C
• InChI: InChI=1S/C58H94O26/c1-9-27(61)29-18-23(2)58(84-29)17-16-56(7)26-10-11-33-54(4,5)34(13-14-55(33,6)25(26)12-15-57(56,58)8)80-50-44(72)42(70)38(66)32(79-50)22-75-52-47(36(64)28(62)21-74-52)82-53-48(83-49-43(71)40(68)35(63)24(3)76-49)46(39(67)31(20-60)78-53)81-51-45(73)41(69)37(65)30(19-59)77-51/h23-24,28-53,59-60,62-73H,9-22H2,1-8H3/t23-,24+,28+,29+,30-,31-,32-,33+,34+,35+,36+,37-,38-,39-,40-,41+,42+,43-,44-,45-,46+,47-,48-,49+,50+,51+,52+,53+,55-,56+,57+,58+/m1/s1
• InChI Key: YBBLPLLLUGPPPH-CVISDNNUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₄O₂₆
• Molecular Weight: 1207.30 g/mol
• Exact Mass: 1206.60333310 g/mol
• Topological Polar Surface Area (TPSA): 402.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.59
• H-Bond Acceptor: 26
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9164	91.64%
Caco-2	-	0.8715	87.15%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8221	82.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7921	79.21%
OATP1B3 inhibitior	+	0.8281	82.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9320	93.20%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.6652	66.52%
CYP3A4 substrate	+	0.7406	74.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.7787	77.87%
CYP2C9 inhibition	-	0.8368	83.68%
CYP2C19 inhibition	-	0.8929	89.29%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	-	0.9072	90.72%
CYP2C8 inhibition	+	0.7746	77.46%
CYP inhibitory promiscuity	-	0.8957	89.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4997	49.97%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9003	90.03%
Skin irritation	+	0.5082	50.82%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7921	79.21%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9015	90.15%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9175	91.75%
Acute Oral Toxicity (c)	III	0.6694	66.94%
Estrogen receptor binding	+	0.8140	81.40%
Androgen receptor binding	+	0.7564	75.64%
Thyroid receptor binding	+	0.5710	57.10%
Glucocorticoid receptor binding	+	0.7338	73.38%
Aromatase binding	+	0.6556	65.56%
PPAR gamma	+	0.8135	81.35%
Honey bee toxicity	-	0.6473	64.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9703	97.03%

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	98.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.60%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.98%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.19%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.35%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.55%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.37%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	91.36%	95.38%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.26%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.73%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.48%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.01%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.61%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.90%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.26%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	82.59%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.70%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.64%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.13%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.56%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.08%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.02%	86.92%

Plants that contains it

• Scilla luciliae

Cross-Links

• PubChem: 101191027
• LOTUS: LTS0169172
• wikiData: Q104403298