[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2S,3S,4R,8S,9S)-2-formyl-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-4-carboxylate

Details

• Internal ID: a4ec0177-ba7d-460f-99b2-ed1bd29b7532
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2S,3S,4R,8S,9S)-2-formyl-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-4-carboxylate
• SMILES (Canonical): CC12CCCC(C1C(C34C2CCC(C3)C(=C)C4)C=O)(C)C(=O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C[C@@]12CCC[C@@]([C@H]1[C@@H]([C@@]34[C@H]2CCC(C3)C(=C)C4)C=O)(C)C(=O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C26H38O8/c1-13-9-26-10-14(13)5-6-17(26)24(2)7-4-8-25(3,21(24)15(26)11-27)23(32)34-22-20(31)19(30)18(29)16(12-28)33-22/h11,14-22,28-31H,1,4-10,12H2,2-3H3/t14?,15-,16+,17-,18+,19-,20+,21-,22-,24-,25+,26-/m0/s1
• InChI Key: CWSYHNWOKDWRFO-IDWAZYJJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₈
• Molecular Weight: 478.60 g/mol
• Exact Mass: 478.25666817 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7469	74.69%
Caco-2	-	0.7836	78.36%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7987	79.87%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8367	83.67%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6649	66.49%
BSEP inhibitior	-	0.6776	67.76%
P-glycoprotein inhibitior	-	0.6269	62.69%
P-glycoprotein substrate	-	0.6686	66.86%
CYP3A4 substrate	+	0.6858	68.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8588	85.88%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.8096	80.96%
CYP2C19 inhibition	-	0.8655	86.55%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.7873	78.73%
CYP2C8 inhibition	+	0.5610	56.10%
CYP inhibitory promiscuity	-	0.9092	90.92%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7575	75.75%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9602	96.02%
Skin irritation	-	0.5450	54.50%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4111	41.11%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7391	73.91%
skin sensitisation	-	0.9112	91.12%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6905	69.05%
Acute Oral Toxicity (c)	III	0.4383	43.83%
Estrogen receptor binding	+	0.7516	75.16%
Androgen receptor binding	+	0.6733	67.33%
Thyroid receptor binding	+	0.5157	51.57%
Glucocorticoid receptor binding	+	0.6833	68.33%
Aromatase binding	+	0.6795	67.95%
PPAR gamma	+	0.5609	56.09%
Honey bee toxicity	-	0.7947	79.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9891	98.91%

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	97.85%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.09%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.53%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.73%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	93.69%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	93.26%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	91.46%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.83%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.70%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	88.00%	92.50%
CHEMBL2581	P07339	Cathepsin D	87.55%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.97%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.75%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.50%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.46%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.99%	95.89%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.54%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.82%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.59%	95.56%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.26%	92.32%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.25%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.72%	95.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.40%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.26%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	80.25%	91.19%

Plants that contains it

• Ipomoea nil

Cross-Links

• PubChem: 163186282
• LOTUS: LTS0133389
• wikiData: Q104971507