[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydro-1H-picene-4a-carboxylate

Details

• Internal ID: 63d8031b-7c7c-4a4c-a010-43663fc91d7f
• 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] 10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydro-1H-picene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=C2C1C)C=CC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC1CCC2(CCC3(C(=C2C1C)C=CC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• InChI: InChI=1S/C36H56O10/c1-18-9-12-36(31(44)46-30-28(42)27(41)26(40)22(16-37)45-30)14-13-34(5)20(25(36)19(18)2)7-8-24-32(3)15-21(39)29(43)33(4,17-38)23(32)10-11-35(24,34)6/h7-8,18-19,21-24,26-30,37-43H,9-17H2,1-6H3
• InChI Key: YINSJSDSZOATAN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₀
• Molecular Weight: 648.80 g/mol
• Exact Mass: 648.38734798 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7816	78.16%
Caco-2	-	0.8360	83.60%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8204	82.04%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8466	84.66%
OATP1B3 inhibitior	-	0.3793	37.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.5533	55.33%
P-glycoprotein inhibitior	+	0.6962	69.62%
P-glycoprotein substrate	-	0.5847	58.47%
CYP3A4 substrate	+	0.7188	71.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8551	85.51%
CYP3A4 inhibition	-	0.8962	89.62%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8393	83.93%
CYP2C8 inhibition	+	0.6545	65.45%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6960	69.60%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9257	92.57%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7698	76.98%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7088	70.88%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6978	69.78%
Acute Oral Toxicity (c)	III	0.7112	71.12%
Estrogen receptor binding	+	0.6518	65.18%
Androgen receptor binding	+	0.7516	75.16%
Thyroid receptor binding	-	0.5199	51.99%
Glucocorticoid receptor binding	+	0.7141	71.41%
Aromatase binding	+	0.6244	62.44%
PPAR gamma	+	0.6579	65.79%
Honey bee toxicity	-	0.7297	72.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9323	93.23%

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	97.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.57%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.92%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.52%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.60%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.30%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.89%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.02%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.05%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.35%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.29%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.20%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.62%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.49%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.96%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.89%	91.24%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.96%	92.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.18%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.00%	96.61%

Plants that contains it

• Rubus ellipticus

Cross-Links

• PubChem: 75068914
• LOTUS: LTS0264196
• wikiData: Q105348924