2-[2-[[3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: f727f6f3-7464-4e82-acb5-c871e306276a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[2-[[3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(=C)C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)OC6C(C(C(CO6)O)O)O)O)C)O)C)C
• SMILES (Isomeric): CC(=CCCC(=C)C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)OC6C(C(C(CO6)O)O)O)O)C)O)C)C
• InChI: InChI=1S/C41H68O12/c1-20(2)10-9-11-21(3)22-12-15-40(7)29(22)23(43)16-27-39(6)14-13-28(45)38(4,5)35(39)25(17-41(27,40)8)51-37-33(49)34(31(47)26(18-42)52-37)53-36-32(48)30(46)24(44)19-50-36/h10,22-37,42-49H,3,9,11-19H2,1-2,4-8H3
• InChI Key: AZCCJXYHOHKAIO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₂
• Molecular Weight: 753.00 g/mol
• Exact Mass: 752.47107760 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6672	66.72%
Caco-2	-	0.8737	87.37%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6775	67.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8426	84.26%
OATP1B3 inhibitior	+	0.8181	81.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6150	61.50%
P-glycoprotein inhibitior	+	0.7632	76.32%
P-glycoprotein substrate	-	0.5273	52.73%
CYP3A4 substrate	+	0.7340	73.40%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9292	92.92%
CYP2C9 inhibition	-	0.8423	84.23%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.6721	67.21%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9123	91.23%
Skin irritation	-	0.5726	57.26%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.6324	63.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8166	81.66%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6336	63.36%
Acute Oral Toxicity (c)	I	0.5121	51.21%
Estrogen receptor binding	+	0.6928	69.28%
Androgen receptor binding	+	0.7469	74.69%
Thyroid receptor binding	-	0.5699	56.99%
Glucocorticoid receptor binding	+	0.6122	61.22%
Aromatase binding	+	0.6855	68.55%
PPAR gamma	+	0.7057	70.57%
Honey bee toxicity	-	0.5739	57.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9570	95.70%

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	99.11%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.43%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.98%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	93.78%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.19%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.86%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.98%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.32%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.53%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.09%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.80%	92.94%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	87.12%	92.86%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.71%	91.24%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.69%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.54%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	85.38%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.19%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.82%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.36%	96.77%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.99%	95.83%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.55%	90.24%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.55%	100.00%
CHEMBL3589	P55263	Adenosine kinase	81.37%	98.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.35%	96.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.09%	94.33%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.95%	97.86%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.81%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.81%	82.50%
CHEMBL259	P32245	Melanocortin receptor 4	80.61%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.55%	92.62%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	80.30%	91.83%
CHEMBL5255	O00206	Toll-like receptor 4	80.22%	92.50%

Plants that contains it

• Panax notoginseng

Cross-Links

• PubChem: 162985506
• LOTUS: LTS0129309
• wikiData: Q104921603