(1S,2S,4aR,4bR,7S,8aR,10aR)-7-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-[(2S,3S)-3-[(2R)-2-hydroxy-4-methylpent-3-enyl]-3-methyloxiran-2-yl]-4b,8,8,10a-tetramethylspiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,4'-oxolane]-2'-one

Details

• Internal ID: 5144a474-59ee-4764-a2db-951e64fcbbcc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (1S,2S,4aR,4bR,7S,8aR,10aR)-7-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-[(2S,3S)-3-[(2R)-2-hydroxy-4-methylpent-3-enyl]-3-methyloxiran-2-yl]-4b,8,8,10a-tetramethylspiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,4'-oxolane]-2'-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC(C6(C5(CCC4C3(C)C)C)CC(=O)OC6)C7C(O7)(C)CC(C=C(C)C)O)C)CO)O)OC8C(C(C(C(O8)CO)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]([C@H](O[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@@H]([C@]6([C@@]5(CC[C@H]4C3(C)C)C)CC(=O)OC6)[C@H]7[C@](O7)(C)C[C@H](C=C(C)C)O)C)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C48H78O19/c1-21(2)15-23(51)16-47(8)40(67-47)24-9-10-28-45(6)13-12-29(44(4,5)27(45)11-14-46(28,7)48(24)17-30(52)60-20-48)64-43-39(66-41-36(58)34(56)31(53)22(3)61-41)38(33(55)26(19-50)63-43)65-42-37(59)35(57)32(54)25(18-49)62-42/h15,22-29,31-43,49-51,53-59H,9-14,16-20H2,1-8H3/t22-,23-,24+,25+,26+,27-,28+,29-,31-,32+,33+,34+,35-,36+,37+,38-,39+,40-,41-,42-,43-,45-,46+,47-,48-/m0/s1
• InChI Key: WGBVZRNBBJVXAT-CZDCWEDISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₉
• Molecular Weight: 959.10 g/mol
• Exact Mass: 958.51373025 g/mol
• Topological Polar Surface Area (TPSA): 297.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): -0.08
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8591	85.91%
Caco-2	-	0.8870	88.70%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8232	82.32%
OATP2B1 inhibitior	-	0.8791	87.91%
OATP1B1 inhibitior	+	0.8298	82.98%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7210	72.10%
P-glycoprotein inhibitior	+	0.7583	75.83%
P-glycoprotein substrate	+	0.5265	52.65%
CYP3A4 substrate	+	0.7344	73.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.8305	83.05%
CYP2C9 inhibition	-	0.7847	78.47%
CYP2C19 inhibition	-	0.8715	87.15%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.8772	87.72%
CYP2C8 inhibition	+	0.7010	70.10%
CYP inhibitory promiscuity	-	0.9086	90.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5909	59.09%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.6094	60.94%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7424	74.24%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7926	79.26%
skin sensitisation	-	0.8807	88.07%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7289	72.89%
Acute Oral Toxicity (c)	I	0.7474	74.74%
Estrogen receptor binding	+	0.7987	79.87%
Androgen receptor binding	+	0.7477	74.77%
Thyroid receptor binding	-	0.5623	56.23%
Glucocorticoid receptor binding	+	0.7076	70.76%
Aromatase binding	+	0.6483	64.83%
PPAR gamma	+	0.7754	77.54%
Honey bee toxicity	-	0.5553	55.53%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9613	96.13%

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	98.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.11%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	92.31%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.93%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.74%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.58%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.52%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.30%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.28%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.64%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.86%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.19%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.48%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.77%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.45%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.45%	96.77%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.68%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.48%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.63%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.54%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.42%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.55%	91.24%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.03%	97.47%
CHEMBL4683	Q12884	Fibroblast activation protein alpha	81.01%	93.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.76%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	80.64%	92.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.42%	93.00%

Plants that contains it

• Hovenia dulcis

Cross-Links

• PubChem: 101634396
• LOTUS: LTS0179862
• wikiData: Q105304332