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

Details

• Internal ID: 2bd67f10-0287-48ae-88c7-7ad6ad9f6348
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (1S,2R,4aS,4bR,5'R,6aR,8R,9R,10aR,10bR)-8-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1,9-dihydroxy-4a,4b,7,7,10a-pentamethyl-5'-[(2S,3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutan-2-yl]spiro[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(C(OC2OC3C(CC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6O)CC(OC7=O)C(C)C(C)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)CO)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]([C@H](O[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@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)O)CO)O)O)O)O)O
• InChI: InChI=1S/C48H78O20/c1-19(20(2)62-40-36(59)33(56)30(53)25(17-49)64-40)24-16-48(43(61)66-24)14-13-46(7)22(38(48)60)9-10-28-45(6)15-23(51)39(44(4,5)27(45)11-12-47(28,46)8)68-42-37(34(57)31(54)26(18-50)65-42)67-41-35(58)32(55)29(52)21(3)63-41/h9,19-21,23-42,49-60H,10-18H2,1-8H3/t19-,20+,21-,23+,24+,25+,26+,27-,28+,29-,30+,31+,32+,33-,34-,35+,36+,37+,38-,39-,40+,41-,42-,45-,46+,47+,48+/m0/s1
• InChI Key: OZMXBCBIDYFYHY-AEHOCZSMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₂₀
• Molecular Weight: 975.10 g/mol
• Exact Mass: 974.50864487 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.51
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8593	85.93%
Caco-2	-	0.8904	89.04%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8361	83.61%
OATP1B3 inhibitior	-	0.2138	21.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7937	79.37%
P-glycoprotein inhibitior	+	0.7530	75.30%
P-glycoprotein substrate	+	0.5413	54.13%
CYP3A4 substrate	+	0.7309	73.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.9081	90.81%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.9198	91.98%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	+	0.6803	68.03%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.5174	51.74%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7518	75.18%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6555	65.55%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.8086	80.86%
Androgen receptor binding	+	0.7370	73.70%
Thyroid receptor binding	-	0.5238	52.38%
Glucocorticoid receptor binding	+	0.7556	75.56%
Aromatase binding	+	0.6596	65.96%
PPAR gamma	+	0.8053	80.53%
Honey bee toxicity	-	0.6448	64.48%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9565	95.65%

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	98.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.62%	97.36%
CHEMBL2581	P07339	Cathepsin D	92.69%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.06%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.15%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.68%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.32%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.88%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.76%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.71%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.92%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.55%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.69%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	85.53%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	85.17%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	83.92%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.11%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.02%	93.56%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.55%	95.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.50%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.24%	93.00%

Plants that contains it

• Sesamum alatum

Cross-Links

• PubChem: 163027674
• LOTUS: LTS0249894
• wikiData: Q105203935