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

Details

• Internal ID: 34897a8d-38af-4e85-8806-530baa91a190
• 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-[[(1R,4aR,5S,8aS)-5-[(3S)-3-hydroxy-3-methylpent-4-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-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(OC2OCC3(CCCC4(C3CCC(=C)C4CCC(C)(C=C)O)C)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]2OC[C@@]3(CCC[C@]4([C@@H]3CCC(=C)[C@@H]4CC[C@@](C)(C=C)O)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C32H54O11/c1-7-31(5,39)14-11-19-17(2)9-10-21-30(4,12-8-13-32(19,21)6)16-40-29-27(25(37)23(35)20(15-33)42-29)43-28-26(38)24(36)22(34)18(3)41-28/h7,18-29,33-39H,1-2,8-16H2,3-6H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,27+,28-,29+,30-,31+,32+/m0/s1
• InChI Key: CUJWMMZOMGNKLH-NUMJMQIKSA-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: 1.60
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4639	46.39%
Caco-2	-	0.8583	85.83%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6467	64.67%
OATP2B1 inhibitior	-	0.7247	72.47%
OATP1B1 inhibitior	+	0.8451	84.51%
OATP1B3 inhibitior	+	0.8091	80.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4886	48.86%
P-glycoprotein inhibitior	+	0.6186	61.86%
P-glycoprotein substrate	-	0.5928	59.28%
CYP3A4 substrate	+	0.7041	70.41%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.9070	90.70%
CYP2C9 inhibition	-	0.8998	89.98%
CYP2C19 inhibition	-	0.8681	86.81%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.7163	71.63%
CYP inhibitory promiscuity	-	0.9644	96.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6855	68.55%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9334	93.34%
Skin irritation	-	0.5844	58.44%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.6795	67.95%
Human Ether-a-go-go-Related Gene inhibition	+	0.7834	78.34%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7764	77.64%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.9399	93.99%
Acute Oral Toxicity (c)	III	0.4855	48.55%
Estrogen receptor binding	+	0.6162	61.62%
Androgen receptor binding	+	0.6632	66.32%
Thyroid receptor binding	-	0.5697	56.97%
Glucocorticoid receptor binding	+	0.5562	55.62%
Aromatase binding	+	0.6637	66.37%
PPAR gamma	+	0.6641	66.41%
Honey bee toxicity	-	0.7068	70.68%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9350	93.50%

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	99.09%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	98.35%	99.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.49%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	96.89%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.63%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.41%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.38%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.03%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	89.68%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.23%	95.50%
CHEMBL2581	P07339	Cathepsin D	88.08%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.99%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	87.51%	98.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.33%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.63%	96.61%
CHEMBL259	P32245	Melanocortin receptor 4	85.37%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.18%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.03%	92.94%
CHEMBL5028	O14672	ADAM10	83.79%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	83.76%	94.73%
CHEMBL233	P35372	Mu opioid receptor	83.11%	97.93%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.61%	90.93%
CHEMBL2996	Q05655	Protein kinase C delta	82.42%	97.79%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.42%	97.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.35%	96.21%

Plants that contains it

• Diplopterygium glaucum

Cross-Links

• PubChem: 162924368
• LOTUS: LTS0208703
• wikiData: Q104970321