17-Hydroxy-11-methyl-6-methylidene-12-oxo-16-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-13-oxapentacyclo[9.3.3.15,8.01,10.02,8]octadecane-9-carboxylic acid

Details

• Internal ID: c2e43f37-3a33-49cd-8dc6-a657e78a97fc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 17-hydroxy-11-methyl-6-methylidene-12-oxo-16-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-13-oxapentacyclo[9.3.3.15,8.01,10.02,8]octadecane-9-carboxylic acid
• SMILES (Canonical): CC12C3C(C45CC(CCC4C3(CC(C1O)OC6C(C(C(C(O6)CO)O)O)O)COC2=O)C(=C)C5)C(=O)O
• SMILES (Isomeric): CC12C3C(C45CC(CCC4C3(CC(C1O)OC6C(C(C(C(O6)CO)O)O)O)COC2=O)C(=C)C5)C(=O)O
• InChI: InChI=1S/C26H36O11/c1-10-5-25-6-11(10)3-4-14(25)26-7-12(36-22-18(30)17(29)16(28)13(8-27)37-22)20(31)24(2,23(34)35-9-26)19(26)15(25)21(32)33/h11-20,22,27-31H,1,3-9H2,2H3,(H,32,33)
• InChI Key: ALHCXOKPRSAZHE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₁₁
• Molecular Weight: 524.60 g/mol
• Exact Mass: 524.22576196 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.82
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5801	58.01%
Caco-2	-	0.8553	85.53%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8200	82.00%
OATP2B1 inhibitior	-	0.7225	72.25%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6867	68.67%
BSEP inhibitior	-	0.6773	67.73%
P-glycoprotein inhibitior	-	0.6625	66.25%
P-glycoprotein substrate	-	0.6461	64.61%
CYP3A4 substrate	+	0.6664	66.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.9575	95.75%
CYP2C9 inhibition	-	0.8757	87.57%
CYP2C19 inhibition	-	0.8460	84.60%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.8801	88.01%
CYP2C8 inhibition	+	0.4592	45.92%
CYP inhibitory promiscuity	-	0.9337	93.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6614	66.14%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9386	93.86%
Skin irritation	-	0.6851	68.51%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4498	44.98%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8672	86.72%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7845	78.45%
Acute Oral Toxicity (c)	III	0.4410	44.10%
Estrogen receptor binding	+	0.7489	74.89%
Androgen receptor binding	+	0.6681	66.81%
Thyroid receptor binding	-	0.5920	59.20%
Glucocorticoid receptor binding	+	0.5430	54.30%
Aromatase binding	+	0.6850	68.50%
PPAR gamma	+	0.5576	55.76%
Honey bee toxicity	-	0.8248	82.48%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9259	92.59%

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	95.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.69%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.46%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	88.22%	92.50%
CHEMBL220	P22303	Acetylcholinesterase	87.73%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.65%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.43%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.31%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.26%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.02%	85.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.34%	97.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.22%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.18%	96.21%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.76%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	83.18%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.05%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.88%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.47%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.33%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.67%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.42%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.29%	100.00%

Plants that contains it

• Ipomoea nil

Cross-Links

• PubChem: 163024148
• LOTUS: LTS0196088
• wikiData: Q104914121