(1S,2R,4aS,4bR,5'R,6aR,8R,9R,10aR,10bR)-8-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1,9-dihydroxy-5'-[(2S,3R)-3-hydroxybutan-2-yl]-4a,4b,7,7,10a-pentamethylspiro[3,4,5,6,6a,8,9,10,10b,11-decahydro-1H-chrysene-2,3'-oxolane]-2'-one

Details

• Internal ID: 2668427c-eeca-4b36-ac5e-f919ee60a33d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (1S,2R,4aS,4bR,5'R,6aR,8R,9R,10aR,10bR)-8-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1,9-dihydroxy-5'-[(2S,3R)-3-hydroxybutan-2-yl]-4a,4b,7,7,10a-pentamethylspiro[3,4,5,6,6a,8,9,10,10b,11-decahydro-1H-chrysene-2,3'-oxolane]-2'-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3C(CC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6O)CC(OC7=O)C(C)C(C)O)C)C)C)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2O[C@H]3[C@@H](C[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@]7([C@H]6O)C[C@@H](OC7=O)[C@@H](C)[C@@H](C)O)C)C)C)O)O)O)O)O)O
• InChI: InChI=1S/C41H66O14/c1-18(19(2)42)24-16-41(36(50)53-24)14-13-39(7)21(32(41)49)9-10-26-38(6)15-22(43)33(37(4,5)25(38)11-12-40(26,39)8)55-35-31(28(46)23(44)17-51-35)54-34-30(48)29(47)27(45)20(3)52-34/h9,18-20,22-35,42-49H,10-17H2,1-8H3/t18-,19+,20-,22+,23+,24+,25-,26+,27-,28-,29+,30+,31+,32-,33-,34-,35-,38-,39+,40+,41+/m0/s1
• InChI Key: LIKRVSRGVHKMEC-YXTUUYNDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₄
• Molecular Weight: 783.00 g/mol
• Exact Mass: 782.44525677 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9357	93.57%
Caco-2	-	0.8857	88.57%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8661	86.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.8945	89.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6125	61.25%
P-glycoprotein inhibitior	+	0.7537	75.37%
P-glycoprotein substrate	+	0.5906	59.06%
CYP3A4 substrate	+	0.7322	73.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.9033	90.33%
CYP2C9 inhibition	-	0.8505	85.05%
CYP2C19 inhibition	-	0.9294	92.94%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.8864	88.64%
CYP2C8 inhibition	+	0.6715	67.15%
CYP inhibitory promiscuity	-	0.9349	93.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5119	51.19%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9121	91.21%
Skin irritation	+	0.5374	53.74%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6906	69.06%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8763	87.63%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7151	71.51%
Acute Oral Toxicity (c)	III	0.5476	54.76%
Estrogen receptor binding	+	0.7563	75.63%
Androgen receptor binding	+	0.7278	72.78%
Thyroid receptor binding	-	0.5897	58.97%
Glucocorticoid receptor binding	+	0.6856	68.56%
Aromatase binding	+	0.6618	66.18%
PPAR gamma	+	0.7367	73.67%
Honey bee toxicity	-	0.6258	62.58%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5950	59.50%
Fish aquatic toxicity	+	0.9795	97.95%

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	97.80%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.61%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.54%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.42%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	94.43%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.03%	96.77%
CHEMBL2581	P07339	Cathepsin D	91.13%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.93%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.00%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	87.68%	92.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.56%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.88%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.84%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.83%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	86.56%	91.49%
CHEMBL4302	P08183	P-glycoprotein 1	86.03%	92.98%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.00%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.90%	91.07%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.23%	85.31%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.89%	94.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.47%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.74%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.29%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.28%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.19%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.96%	93.03%
CHEMBL4208	P20618	Proteasome component C5	80.57%	90.00%

Plants that contains it

• Sesamum alatum
• Trattinnickia rhoifolia

Cross-Links

• PubChem: 163193218
• LOTUS: LTS0170168
• wikiData: Q104957987