(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(2S,4aR,5S,8aR)-5-[(3S)-3-hydroxy-3-methylpent-4-enyl]-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: b654fc29-fcbb-47b4-b991-e57a619c25eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(2S,4aR,5S,8aR)-5-[(3S)-3-hydroxy-3-methylpent-4-enyl]-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)C)CCC(=C)C4CCC(C)(C=C)O)C)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]3CC[C@]4([C@H](C3(C)C)CCC(=C)[C@@H]4CC[C@@](C)(C=C)O)C)CO)O)O)O)O)O
• InChI: InChI=1S/C32H54O11/c1-8-31(6,39)13-11-18-16(2)9-10-20-30(4,5)21(12-14-32(18,20)7)42-29-27(25(37)23(35)19(15-33)41-29)43-28-26(38)24(36)22(34)17(3)40-28/h8,17-29,33-39H,1-2,9-15H2,3-7H3/t17-,18-,19+,20-,21-,22-,23+,24+,25-,26+,27+,28-,29-,31+,32+/m0/s1
• InChI Key: DUCQNDYQWOMLIV-CFKZYQSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₁₁
• Molecular Weight: 614.80 g/mol
• Exact Mass: 614.36661253 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7099	70.99%
Caco-2	-	0.8567	85.67%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7206	72.06%
OATP2B1 inhibitior	-	0.7265	72.65%
OATP1B1 inhibitior	+	0.8260	82.60%
OATP1B3 inhibitior	-	0.2536	25.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6086	60.86%
P-glycoprotein inhibitior	+	0.6434	64.34%
P-glycoprotein substrate	-	0.7020	70.20%
CYP3A4 substrate	+	0.7147	71.47%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.8315	83.15%
CYP2C9 inhibition	-	0.8087	80.87%
CYP2C19 inhibition	-	0.8463	84.63%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.8395	83.95%
CYP2C8 inhibition	+	0.6627	66.27%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6998	69.98%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9297	92.97%
Skin irritation	-	0.5771	57.71%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8529	85.29%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7764	77.64%
skin sensitisation	-	0.8794	87.94%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.9063	90.63%
Acute Oral Toxicity (c)	III	0.6382	63.82%
Estrogen receptor binding	+	0.5866	58.66%
Androgen receptor binding	+	0.6591	65.91%
Thyroid receptor binding	-	0.5524	55.24%
Glucocorticoid receptor binding	+	0.5997	59.97%
Aromatase binding	+	0.6724	67.24%
PPAR gamma	+	0.6865	68.65%
Honey bee toxicity	-	0.6543	65.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9622	96.22%

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	98.25%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	97.72%	99.43%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.38%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.49%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.03%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.83%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.67%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.27%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.10%	95.58%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.77%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.86%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.33%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.84%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	83.47%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	82.73%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	82.30%	97.79%
CHEMBL5028	O14672	ADAM10	81.91%	97.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.67%	97.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.65%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.56%	95.89%
CHEMBL3589	P55263	Adenosine kinase	81.40%	98.05%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.34%	97.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.92%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	80.71%	94.73%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.51%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.28%	96.21%

Plants that contains it

• Diplopterygium glaucum

Cross-Links

• PubChem: 162968491
• LOTUS: LTS0054170
• wikiData: Q104989165