(5S)-4-[(2R,4aS,4bR,6R,7R,10aR)-6-hydroxy-7-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6S)-4-methoxy-5-[(2S,4S,5R,6R)-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-2,4b-dimethyl-1-oxo-4,4a,5,6,7,8,10,10a-octahydro-3H-phenanthren-2-yl]-5-methoxy-5-methylfuran-2-one

Details

• Internal ID: 8020e680-68d5-45f3-8aac-d8bf239a9c14
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (5S)-4-[(2R,4aS,4bR,6R,7R,10aR)-6-hydroxy-7-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6S)-4-methoxy-5-[(2S,4S,5R,6R)-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-2,4b-dimethyl-1-oxo-4,4a,5,6,7,8,10,10a-octahydro-3H-phenanthren-2-yl]-5-methoxy-5-methylfuran-2-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2CC3=CCC4C(C3(CC2O)C)CCC(C4=O)(C)C5=CC(=O)OC5(C)OC)OC)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)O)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2CC3=CC[C@@H]4[C@@H]([C@]3(C[C@H]2O)C)CC[C@](C4=O)(C)C5=CC(=O)O[C@]5(C)OC)OC)O[C@H]6C[C@@H]([C@@H]([C@@H](O6)C)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)OC)OC
• InChI: InChI=1S/C49H76O20/c1-22-42(66-37-17-31(58-8)43(23(2)62-37)67-38-18-32(59-9)44(24(3)63-38)68-46-41(55)40(54)39(53)33(21-50)65-46)30(57-7)16-36(61-22)64-29-15-25-11-12-26-27(48(25,5)20-28(29)51)13-14-47(4,45(26)56)34-19-35(52)69-49(34,6)60-10/h11,19,22-24,26-33,36-44,46,50-51,53-55H,12-18,20-21H2,1-10H3/t22-,23+,24-,26-,27+,28-,29-,30+,31+,32+,33-,36+,37+,38+,39-,40+,41-,42-,43-,44-,46+,47-,48+,49+/m1/s1
• InChI Key: FVXCIYJVTFBSEL-XKDSNXATSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₆O₂₀
• Molecular Weight: 985.10 g/mol
• Exact Mass: 984.49299481 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 20
• H-Bond Donor: 5
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8943	89.43%
Caco-2	-	0.8672	86.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8443	84.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8155	81.55%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9454	94.54%
P-glycoprotein inhibitior	+	0.7495	74.95%
P-glycoprotein substrate	+	0.6650	66.50%
CYP3A4 substrate	+	0.7399	73.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8886	88.86%
CYP3A4 inhibition	-	0.7903	79.03%
CYP2C9 inhibition	-	0.8952	89.52%
CYP2C19 inhibition	-	0.9358	93.58%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.9232	92.32%
CYP2C8 inhibition	+	0.6724	67.24%
CYP inhibitory promiscuity	-	0.9352	93.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4817	48.17%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9044	90.44%
Skin irritation	+	0.5176	51.76%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7408	74.08%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6446	64.46%
skin sensitisation	-	0.9246	92.46%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4757	47.57%
Acute Oral Toxicity (c)	I	0.7765	77.65%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.7593	75.93%
Thyroid receptor binding	+	0.6185	61.85%
Glucocorticoid receptor binding	+	0.7991	79.91%
Aromatase binding	+	0.6543	65.43%
PPAR gamma	+	0.8332	83.32%
Honey bee toxicity	-	0.5926	59.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9506	95.06%

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	98.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.59%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.60%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.22%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.38%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.85%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.52%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.42%	96.61%
CHEMBL2581	P07339	Cathepsin D	89.97%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.49%	97.33%
CHEMBL5255	O00206	Toll-like receptor 4	86.03%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.80%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.30%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.64%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.28%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.24%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.07%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.82%	94.33%
CHEMBL1871	P10275	Androgen Receptor	81.90%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.67%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.05%	86.33%

Plants that contains it

• Agave cocui
• Campanula hypopolia
• Chasmanthera dependens
• Corydalis pallida
• Crepis czerepanovii
• Cylindropuntia leptocaulis
• Drimia calcarata
• Hemionitis doryopteris
• Homalolepis cuneata
• Huperzia selago
• Hymenoxys grandiflora
• Ipomoea corymbosa
• Kielmeyera rubriflora
• Larix lyallii
• Maackia floribunda
• Meliosma simplicifolia subsp. pungens
• Oroxylum indicum
• Osteospermum microcarpum subsp. microcarpum
• Philadelphus coronarius
• Polygala fruticosa
• Pterocarpus macrocarpus
• Scandix pecten-veneris
• Senecio miser
• Sorbaria kirilowii
• Steirodiscus tagetes
• Syzygium levinei
• Thalictrum podocarpum
• Trichilia catigua
• Ventilago madraspatana
• Vincetoxicum atratum

Cross-Links

• PubChem: 25232386
• NPASS: NPC133926
• LOTUS: LTS0165350
• wikiData: Q105002935