17-[2,3-dihydroxy-5-(3-hydroxy-2-methylprop-1-enyl)oxolan-3-yl]-3-[5-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

Details

• Internal ID: 33b00a8b-8049-4ef0-ab25-48a67e3e52ce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-[2,3-dihydroxy-5-(3-hydroxy-2-methylprop-1-enyl)oxolan-3-yl]-3-[5-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C7(CC(OC7O)C=C(C)CO)O)C=O)O)OC8C(C(C(CO8)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C7(CC(OC7O)C=C(C)CO)O)C=O)O)OC8C(C(C(CO8)O)O)O)O)O)O
• InChI: InChI=1S/C46H74O18/c1-21(17-47)15-23-16-46(57,41(56)61-23)25-9-12-43(5)24(25)7-8-29-44(43,6)13-10-28-42(3,4)30(11-14-45(28,29)20-48)62-40-37(64-39-35(55)33(53)31(51)22(2)60-39)36(27(50)19-59-40)63-38-34(54)32(52)26(49)18-58-38/h15,20,22-41,47,49-57H,7-14,16-19H2,1-6H3
• InChI Key: HJZANVITQIWUMZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₄O₁₈
• Molecular Weight: 915.10 g/mol
• Exact Mass: 914.48751551 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.23
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8592	85.92%
Caco-2	-	0.8924	89.24%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8477	84.77%
OATP2B1 inhibitior	-	0.8784	87.84%
OATP1B1 inhibitior	+	0.8371	83.71%
OATP1B3 inhibitior	+	0.8897	88.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8919	89.19%
P-glycoprotein inhibitior	+	0.7530	75.30%
P-glycoprotein substrate	+	0.6178	61.78%
CYP3A4 substrate	+	0.7488	74.88%
CYP2C9 substrate	-	0.7914	79.14%
CYP2D6 substrate	-	0.8450	84.50%
CYP3A4 inhibition	-	0.8944	89.44%
CYP2C9 inhibition	-	0.8559	85.59%
CYP2C19 inhibition	-	0.9065	90.65%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.9109	91.09%
CYP2C8 inhibition	+	0.7501	75.01%
CYP inhibitory promiscuity	-	0.9128	91.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5806	58.06%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.5693	56.93%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	+	0.5430	54.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7547	75.47%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9035	90.35%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5383	53.83%
Acute Oral Toxicity (c)	I	0.7858	78.58%
Estrogen receptor binding	+	0.7954	79.54%
Androgen receptor binding	+	0.7534	75.34%
Thyroid receptor binding	-	0.5680	56.80%
Glucocorticoid receptor binding	+	0.6971	69.71%
Aromatase binding	+	0.6471	64.71%
PPAR gamma	+	0.7779	77.79%
Honey bee toxicity	-	0.5943	59.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9609	96.09%

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	95.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.49%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	93.62%	95.92%
CHEMBL226	P30542	Adenosine A1 receptor	90.95%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.60%	96.77%
CHEMBL2243	O00519	Anandamide amidohydrolase	90.38%	97.53%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.98%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.87%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.63%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.98%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.86%	86.33%
CHEMBL259	P32245	Melanocortin receptor 4	87.59%	95.38%
CHEMBL2581	P07339	Cathepsin D	86.68%	98.95%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	86.35%	92.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.03%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.43%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.42%	97.36%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.38%	95.71%
CHEMBL1951	P21397	Monoamine oxidase A	84.93%	91.49%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	84.05%	85.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.03%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.83%	92.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.44%	97.14%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.35%	95.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.29%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.29%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.13%	93.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.66%	95.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.22%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.11%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.74%	97.29%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.12%	91.07%
CHEMBL233	P35372	Mu opioid receptor	80.20%	97.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.13%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.10%	92.62%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 162889661
• LOTUS: LTS0259414
• wikiData: Q105029537