[(1S,2R,4aS,5R,8aS)-1,4a-dimethyl-6-methylidene-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-1-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 36de9c0d-b8e8-4815-b3ba-2c49e07997e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(1S,2R,4aS,5R,8aS)-1,4a-dimethyl-6-methylidene-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-1-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CCC2(C(C1(C)COC3C(C(C(C(O3)CO)O)O)O)CCC(=C)C2CCC4=CC(=O)OC4)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)CCC(=C)[C@H]2CCC4=CC(=O)OC4)C
• InChI: InChI=1S/C31H46O10/c1-6-17(2)28(37)41-23-11-12-30(4)20(9-8-19-13-24(33)38-15-19)18(3)7-10-22(30)31(23,5)16-39-29-27(36)26(35)25(34)21(14-32)40-29/h6,13,20-23,25-27,29,32,34-36H,3,7-12,14-16H2,1-2,4-5H3/b17-6-/t20-,21-,22+,23-,25-,26+,27-,29-,30+,31-/m1/s1
• InChI Key: FAUQATJNQHZECY-MQNBOZKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₆O₁₀
• Molecular Weight: 578.70 g/mol
• Exact Mass: 578.30909766 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6767	67.67%
Caco-2	-	0.8331	83.31%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8250	82.50%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.8171	81.71%
OATP1B3 inhibitior	+	0.8895	88.95%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5771	57.71%
BSEP inhibitior	+	0.9384	93.84%
P-glycoprotein inhibitior	+	0.6853	68.53%
P-glycoprotein substrate	-	0.5478	54.78%
CYP3A4 substrate	+	0.7286	72.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.8769	87.69%
CYP2C9 inhibition	-	0.8917	89.17%
CYP2C19 inhibition	-	0.9011	90.11%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.8852	88.52%
CYP2C8 inhibition	+	0.6691	66.91%
CYP inhibitory promiscuity	-	0.9257	92.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5976	59.76%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9303	93.03%
Skin irritation	+	0.5098	50.98%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8458	84.58%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6841	68.41%
skin sensitisation	-	0.9183	91.83%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5517	55.17%
Acute Oral Toxicity (c)	I	0.4639	46.39%
Estrogen receptor binding	+	0.7586	75.86%
Androgen receptor binding	+	0.7167	71.67%
Thyroid receptor binding	-	0.5597	55.97%
Glucocorticoid receptor binding	+	0.6461	64.61%
Aromatase binding	+	0.7015	70.15%
PPAR gamma	+	0.6782	67.82%
Honey bee toxicity	-	0.6613	66.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9842	98.42%

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	99.44%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.18%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.72%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.97%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.70%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.36%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.30%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	86.04%	83.82%
CHEMBL226	P30542	Adenosine A1 receptor	85.74%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.97%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.38%	99.23%
CHEMBL5028	O14672	ADAM10	84.01%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.74%	94.75%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.29%	94.23%

Plants that contains it

• Gutierrezia solbrigii

Cross-Links

• PubChem: 162939404
• LOTUS: LTS0120859
• wikiData: Q104992445