(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(3S,6E)-2-hydroxy-2,6-dimethyl-10-methylidenedodeca-6,11-dien-3-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 9b0487ec-8c91-451b-bedb-47a191a06195
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(3S,6E)-2-hydroxy-2,6-dimethyl-10-methylidenedodeca-6,11-dien-3-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(=C)C=C)CCC(C(C)(C)O)OC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
• SMILES (Isomeric): C/C(=C\CCC(=C)C=C)/CC[C@@H](C(C)(C)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O
• InChI: InChI=1S/C27H46O12/c1-6-14(2)8-7-9-15(3)10-11-18(27(4,5)35)38-25-23(34)21(32)24(17(13-29)37-25)39-26-22(33)20(31)19(30)16(12-28)36-26/h6,9,16-26,28-35H,1-2,7-8,10-13H2,3-5H3/b15-9+/t16-,17-,18+,19-,20+,21-,22-,23-,24-,25+,26+/m1/s1
• InChI Key: WVOVTSGMSZJIRX-PEMOUXNASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆O₁₂
• Molecular Weight: 562.60 g/mol
• Exact Mass: 562.29892690 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.98
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6550	65.50%
Caco-2	-	0.8655	86.55%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8277	82.77%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8920	89.20%
OATP1B3 inhibitior	-	0.2348	23.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5156	51.56%
P-glycoprotein inhibitior	-	0.5125	51.25%
P-glycoprotein substrate	-	0.6969	69.69%
CYP3A4 substrate	+	0.6564	65.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8508	85.08%
CYP3A4 inhibition	-	0.9174	91.74%
CYP2C9 inhibition	-	0.8140	81.40%
CYP2C19 inhibition	-	0.8345	83.45%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.8757	87.57%
CYP2C8 inhibition	-	0.6380	63.80%
CYP inhibitory promiscuity	-	0.9271	92.71%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6860	68.60%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9380	93.80%
Skin irritation	-	0.7158	71.58%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8703	87.03%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7716	77.16%
skin sensitisation	-	0.8535	85.35%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5221	52.21%
Acute Oral Toxicity (c)	III	0.6874	68.74%
Estrogen receptor binding	+	0.6692	66.92%
Androgen receptor binding	-	0.4861	48.61%
Thyroid receptor binding	-	0.5088	50.88%
Glucocorticoid receptor binding	-	0.5062	50.62%
Aromatase binding	+	0.6465	64.65%
PPAR gamma	+	0.6703	67.03%
Honey bee toxicity	-	0.5403	54.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9624	96.24%

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	97.57%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.53%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.90%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	93.34%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.15%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.29%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.91%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.81%	97.29%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.51%	83.57%
CHEMBL2581	P07339	Cathepsin D	85.31%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	84.69%	83.82%
CHEMBL2996	Q05655	Protein kinase C delta	84.45%	97.79%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.34%	97.36%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.44%	96.90%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.29%	97.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.35%	93.56%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	80.56%	97.34%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.48%	100.00%

Plants that contains it

• Trillium tschonoskii

Cross-Links

• PubChem: 162884372
• LOTUS: LTS0065396
• wikiData: Q105313655