3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,13-tetramethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

Details

• Internal ID: 44ccd5bc-6a86-4af9-ac67-e75347dfe1d0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,13-tetramethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2C1(CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(CO6)O)O)O)C=O)C)C)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C1CCC2C1(CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(CO6)O)O)O)C=O)C)C)OC7C(C(C(C(O7)CO)O)O)O)C
• InChI: InChI=1S/C47H78O17/c1-23(2)9-8-15-46(7,64-41-38(58)35(55)33(53)25(19-48)60-41)29-11-10-28-44(29,5)17-13-30-45(28,6)16-12-27-43(3,4)31(14-18-47(27,30)22-50)62-42-39(36(56)34(54)26(20-49)61-42)63-40-37(57)32(52)24(51)21-59-40/h9,22,24-42,48-49,51-58H,8,10-21H2,1-7H3
• InChI Key: KXLFZYOSEJTPHM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₇
• Molecular Weight: 915.10 g/mol
• Exact Mass: 914.52390102 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7719	77.19%
Caco-2	-	0.8888	88.88%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8262	82.62%
OATP1B3 inhibitior	-	0.2428	24.28%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.8975	89.75%
P-glycoprotein inhibitior	+	0.7536	75.36%
P-glycoprotein substrate	-	0.5963	59.63%
CYP3A4 substrate	+	0.7313	73.13%
CYP2C9 substrate	-	0.8022	80.22%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.9469	94.69%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	+	0.6709	67.09%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.5512	55.12%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7132	71.32%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5785	57.85%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5513	55.13%
Acute Oral Toxicity (c)	I	0.4409	44.09%
Estrogen receptor binding	+	0.7707	77.07%
Androgen receptor binding	+	0.6961	69.61%
Thyroid receptor binding	-	0.5442	54.42%
Glucocorticoid receptor binding	+	0.7012	70.12%
Aromatase binding	+	0.6461	64.61%
PPAR gamma	+	0.7746	77.46%
Honey bee toxicity	-	0.5907	59.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9413	94.13%

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	96.69%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.86%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.90%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.86%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.78%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	89.72%	95.93%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.86%	95.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.69%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.90%	96.61%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.73%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.68%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.60%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.57%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.82%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.41%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	85.38%	94.75%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.23%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.29%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.87%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.37%	89.00%
CHEMBL325	Q13547	Histone deacetylase 1	83.24%	95.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.98%	96.90%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.68%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	82.28%	92.50%
CHEMBL233	P35372	Mu opioid receptor	82.22%	97.93%
CHEMBL5028	O14672	ADAM10	82.03%	97.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.92%	91.03%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.67%	92.78%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.42%	92.94%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.94%	93.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.90%	92.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.37%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.24%	95.83%
CHEMBL237	P41145	Kappa opioid receptor	80.16%	98.10%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 163039077
• LOTUS: LTS0176511
• wikiData: Q105147385