(2R,4aS,4bR,5S,7R,10aR)-5-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-2-(2-methylfuran-3-yl)-3,4,4a,5,7,8,10,10a-octahydrophenanthrene-1,6-dione

Details

• Internal ID: 8c1ac17b-c9f1-4a8e-acfd-fc1115b28869
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2R,4aS,4bR,5S,7R,10aR)-5-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-2-(2-methylfuran-3-yl)-3,4,4a,5,7,8,10,10a-octahydrophenanthrene-1,6-dione
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CC5=CCC6C(C5(C(C4=O)O)C)CCC(C6=O)(C)C7=C(OC=C7)C)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@@H](C4=O)O)C)CC[C@](C6=O)(C)C7=C(OC=C7)C)C)C)OC)O
• InChI: InChI=1S/C42H62O14/c1-20-26(13-15-50-20)41(5)14-12-27-25(39(41)45)11-10-24-16-29(36(44)40(46)42(24,27)6)54-32-18-30(48-8)37(22(3)52-32)56-34-19-31(49-9)38(23(4)53-34)55-33-17-28(47-7)35(43)21(2)51-33/h10,13,15,21-23,25,27-35,37-38,40,43,46H,11-12,14,16-19H2,1-9H3/t21-,22-,23+,25-,27+,28+,29-,30+,31+,32+,33+,34+,35-,37-,38-,40-,41-,42+/m1/s1
• InChI Key: MSLQEDDNUNSUTK-KPZBKHHPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₂O₁₄
• Molecular Weight: 790.90 g/mol
• Exact Mass: 790.41395665 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.08
• 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	+	0.9845	98.45%
Caco-2	-	0.8687	86.87%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8433	84.33%
OATP2B1 inhibitior	-	0.8679	86.79%
OATP1B1 inhibitior	+	0.8430	84.30%
OATP1B3 inhibitior	+	0.8200	82.00%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.9300	93.00%
P-glycoprotein inhibitior	+	0.7584	75.84%
P-glycoprotein substrate	+	0.6640	66.40%
CYP3A4 substrate	+	0.7360	73.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8333	83.33%
CYP3A4 inhibition	-	0.7216	72.16%
CYP2C9 inhibition	-	0.8143	81.43%
CYP2C19 inhibition	-	0.8712	87.12%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.5756	57.56%
CYP2C8 inhibition	+	0.5986	59.86%
CYP inhibitory promiscuity	-	0.8035	80.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4418	44.18%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9148	91.48%
Skin irritation	-	0.6264	62.64%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6513	65.13%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5320	53.20%
skin sensitisation	-	0.8787	87.87%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8302	83.02%
Acute Oral Toxicity (c)	I	0.6791	67.91%
Estrogen receptor binding	+	0.8200	82.00%
Androgen receptor binding	+	0.7515	75.15%
Thyroid receptor binding	+	0.5262	52.62%
Glucocorticoid receptor binding	+	0.8068	80.68%
Aromatase binding	+	0.6837	68.37%
PPAR gamma	+	0.7727	77.27%
Honey bee toxicity	-	0.6015	60.15%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	97.18%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.55%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.10%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.62%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.44%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.69%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.86%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.72%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.83%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.06%	94.00%
CHEMBL4208	P20618	Proteasome component C5	85.28%	90.00%
CHEMBL1859	O95180	Voltage-gated T-type calcium channel alpha-1H subunit	84.24%	98.57%
CHEMBL1871	P10275	Androgen Receptor	82.94%	96.43%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.40%	97.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.54%	100.00%
CHEMBL4072	P07858	Cathepsin B	81.32%	93.67%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.86%	97.28%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.28%	90.71%

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: 25232202
• NPASS: NPC2918
• LOTUS: LTS0003298
• wikiData: Q105171251