[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-9-(3,4,5-trihydroxyoxan-2-yl)oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

Details

• Internal ID: 1dff316b-ad53-4205-a640-a661b09bd767
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-9-(3,4,5-trihydroxyoxan-2-yl)oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)OC6C(C(C(CO6)O)O)O)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)OC6C(C(C(CO6)O)O)O)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
• InChI: InChI=1S/C41H66O13/c1-20(2)21-9-14-41(36(50)54-35-33(49)31(47)30(46)24(17-42)52-35)16-15-39(5)22(28(21)41)7-8-26-37(3)12-11-27(53-34-32(48)29(45)23(44)18-51-34)38(4,19-43)25(37)10-13-40(26,39)6/h21-35,42-49H,1,7-19H2,2-6H3
• InChI Key: OKVARVWOJNEVBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₃
• Molecular Weight: 767.00 g/mol
• Exact Mass: 766.45034216 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6980	69.80%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7315	73.15%
OATP2B1 inhibitior	-	0.8676	86.76%
OATP1B1 inhibitior	+	0.8617	86.17%
OATP1B3 inhibitior	+	0.8452	84.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	-	0.7263	72.63%
P-glycoprotein inhibitior	+	0.7259	72.59%
P-glycoprotein substrate	-	0.5440	54.40%
CYP3A4 substrate	+	0.7365	73.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9279	92.79%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.9055	90.55%
CYP2C8 inhibition	+	0.6934	69.34%
CYP inhibitory promiscuity	-	0.9594	95.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6772	67.72%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9118	91.18%
Skin irritation	+	0.5344	53.44%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7673	76.73%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9117	91.17%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7864	78.64%
Acute Oral Toxicity (c)	I	0.5670	56.70%
Estrogen receptor binding	+	0.7256	72.56%
Androgen receptor binding	+	0.7575	75.75%
Thyroid receptor binding	-	0.5926	59.26%
Glucocorticoid receptor binding	+	0.5859	58.59%
Aromatase binding	+	0.6308	63.08%
PPAR gamma	+	0.6820	68.20%
Honey bee toxicity	-	0.6342	63.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9592	95.92%

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	95.84%	96.09%
CHEMBL233	P35372	Mu opioid receptor	94.32%	97.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.14%	91.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.62%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.00%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.04%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	91.03%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.88%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.14%	92.94%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.78%	92.86%
CHEMBL2581	P07339	Cathepsin D	88.30%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.02%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.40%	95.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.21%	82.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.80%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.50%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.44%	86.33%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	84.40%	85.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.30%	97.36%
CHEMBL237	P41145	Kappa opioid receptor	84.01%	98.10%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.60%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.56%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.33%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.94%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.41%	97.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.20%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	81.98%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.66%	95.89%
CHEMBL5028	O14672	ADAM10	81.65%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.52%	92.62%
CHEMBL3474	P14555	Phospholipase A2 group IIA	81.24%	94.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.02%	95.89%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.72%	95.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.02%	99.17%

Plants that contains it

• Pulsatilla cernua

Cross-Links

• PubChem: 75287718
• LOTUS: LTS0267078
• wikiData: Q105193787