(1R,4S,5S,6R,9S,10S,13R,14R,15R)-6,14,15-trihydroxy-5,9-dimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carbaldehyde

Details

• Internal ID: f1dbf42b-1438-45f7-a7c6-38b249ded487
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (1R,4S,5S,6R,9S,10S,13R,14R,15R)-6,14,15-trihydroxy-5,9-dimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carbaldehyde
• SMILES (Canonical): CC12CCC(C(C1CCC34C2CCC(C3)C(C4O)(COC5C(C(C(C(O5)CO)O)O)O)O)(C)C=O)O
• SMILES (Isomeric): C[C@@]12CC[C@H]([C@@]([C@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@]([C@@H]4O)(CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)(C)C=O)O
• InChI: InChI=1S/C26H42O10/c1-23-7-6-17(29)24(2,11-28)15(23)5-8-25-9-13(3-4-16(23)25)26(34,22(25)33)12-35-21-20(32)19(31)18(30)14(10-27)36-21/h11,13-22,27,29-34H,3-10,12H2,1-2H3/t13-,14-,15+,16+,17-,18-,19+,20-,21-,22-,23-,24+,25-,26+/m1/s1
• InChI Key: XONCAQDLETZSOJ-WKKNDZIMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₂O₁₀
• Molecular Weight: 514.60 g/mol
• Exact Mass: 514.27779753 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.91
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5755	57.55%
Caco-2	-	0.8449	84.49%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6733	67.33%
OATP2B1 inhibitior	-	0.7234	72.34%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7784	77.84%
BSEP inhibitior	-	0.8500	85.00%
P-glycoprotein inhibitior	-	0.5499	54.99%
P-glycoprotein substrate	-	0.7178	71.78%
CYP3A4 substrate	+	0.6893	68.93%
CYP2C9 substrate	-	0.8015	80.15%
CYP2D6 substrate	-	0.8351	83.51%
CYP3A4 inhibition	-	0.9135	91.35%
CYP2C9 inhibition	-	0.8835	88.35%
CYP2C19 inhibition	-	0.8060	80.60%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	-	0.8632	86.32%
CYP2C8 inhibition	-	0.5731	57.31%
CYP inhibitory promiscuity	-	0.9704	97.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7423	74.23%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9444	94.44%
Skin irritation	-	0.6789	67.89%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7623	76.23%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7473	74.73%
skin sensitisation	-	0.9362	93.62%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6293	62.93%
Acute Oral Toxicity (c)	I	0.4993	49.93%
Estrogen receptor binding	+	0.7717	77.17%
Androgen receptor binding	+	0.6123	61.23%
Thyroid receptor binding	-	0.5207	52.07%
Glucocorticoid receptor binding	+	0.6387	63.87%
Aromatase binding	+	0.7247	72.47%
PPAR gamma	+	0.6100	61.00%
Honey bee toxicity	-	0.7296	72.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	0.8369	83.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.44%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.91%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.67%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.17%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.64%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.37%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.68%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.27%	96.61%
CHEMBL237	P41145	Kappa opioid receptor	85.78%	98.10%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.18%	92.86%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.78%	96.38%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.41%	96.33%
CHEMBL259	P32245	Melanocortin receptor 4	81.39%	95.38%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.29%	93.10%
CHEMBL233	P35372	Mu opioid receptor	81.14%	97.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.97%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.11%	94.33%

Plants that contains it

• Diplospora dubia

Cross-Links

• PubChem: 101392265
• LOTUS: LTS0106461
• wikiData: Q105337819