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

Details

• Internal ID: 4226cbdb-91ee-4618-8515-9937809510c3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2S)-3-[(2R,4aS,4bR,6R,7R,10aR)-6-hydroxy-7-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6S)-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-2,4b-dimethyl-1-oxo-4,4a,5,6,7,8,10,10a-octahydro-3H-phenanthren-2-yl]-2-methyl-2H-furan-5-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CC5=CCC6C(C5(CC4O)C)CCC(C6=O)(C)C7=CC(=O)OC7C)C)C)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@@H]4CC5=CC[C@@H]6[C@@H]([C@]5(C[C@H]4O)C)CC[C@](C6=O)(C)C7=CC(=O)O[C@H]7C)C)C)OC)O
• InChI: InChI=1S/C42H64O14/c1-20-27(15-33(44)50-20)41(5)13-12-26-25(40(41)46)11-10-24-14-29(28(43)19-42(24,26)6)54-34-17-31(48-8)38(22(3)52-34)56-36-18-32(49-9)39(23(4)53-36)55-35-16-30(47-7)37(45)21(2)51-35/h10,15,20-23,25-26,28-32,34-39,43,45H,11-14,16-19H2,1-9H3/t20-,21+,22+,23-,25+,26-,28+,29+,30-,31-,32-,34-,35-,36-,37+,38+,39+,41+,42-/m0/s1
• InChI Key: CWDHKGKLSUVPHS-RSPVUSMQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₄O₁₄
• Molecular Weight: 792.90 g/mol
• Exact Mass: 792.42960671 g/mol
• Topological Polar Surface Area (TPSA): 167.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	-	0.8651	86.51%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8169	81.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8356	83.56%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9539	95.39%
P-glycoprotein inhibitior	+	0.7617	76.17%
P-glycoprotein substrate	+	0.6748	67.48%
CYP3A4 substrate	+	0.7285	72.85%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.7167	71.67%
CYP2C9 inhibition	-	0.8901	89.01%
CYP2C19 inhibition	-	0.9467	94.67%
CYP2D6 inhibition	-	0.9569	95.69%
CYP1A2 inhibition	-	0.8978	89.78%
CYP2C8 inhibition	+	0.4927	49.27%
CYP inhibitory promiscuity	-	0.9516	95.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4329	43.29%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9169	91.69%
Skin irritation	+	0.4893	48.93%
Skin corrosion	-	0.9124	91.24%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6785	67.85%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5411	54.11%
skin sensitisation	-	0.8785	87.85%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6801	68.01%
Acute Oral Toxicity (c)	I	0.7002	70.02%
Estrogen receptor binding	+	0.7855	78.55%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	-	0.5151	51.51%
Glucocorticoid receptor binding	+	0.7771	77.71%
Aromatase binding	+	0.6750	67.50%
PPAR gamma	+	0.7667	76.67%
Honey bee toxicity	-	0.6026	60.26%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9730	97.30%

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	96.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.63%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.18%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.75%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.25%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.04%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.44%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.38%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.22%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.59%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.43%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.36%	97.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.84%	92.50%
CHEMBL1871	P10275	Androgen Receptor	85.61%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.34%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.62%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.56%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.60%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.88%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.57%	96.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.89%	95.71%

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: 25232020
• NPASS: NPC243670
• LOTUS: LTS0175507
• wikiData: Q104971176