[6-[[6-(Acetyloxymethyl)-3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 10-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 55a7d0f2-9f55-468d-b031-2b08c7472c82
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [6-[[6-(acetyloxymethyl)-3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 10-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(=C)CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)C)O)O)O)C)O)O)O)COC(=O)C)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(=C)CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)C)O)O)O)C)O)O)O)COC(=O)C)O)O)O
• InChI: InChI=1S/C60H94O26/c1-24-12-17-60(55(75)86-53-46(73)42(69)39(66)31(81-53)22-78-50-47(74)43(70)48(32(82-50)23-76-27(4)61)84-51-44(71)40(67)36(63)25(2)79-51)19-18-58(8)28(29(60)20-24)10-11-34-57(7)15-14-35(56(5,6)33(57)13-16-59(34,58)9)83-54-49(38(65)30(62)21-77-54)85-52-45(72)41(68)37(64)26(3)80-52/h10,25-26,29-54,62-74H,1,11-23H2,2-9H3
• InChI Key: NPCYPPUNOYDHKT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₄O₂₆
• Molecular Weight: 1231.40 g/mol
• Exact Mass: 1230.60333310 g/mol
• Topological Polar Surface Area (TPSA): 399.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 26
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7806	78.06%
Caco-2	-	0.8682	86.82%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8592	85.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8055	80.55%
OATP1B3 inhibitior	-	0.3217	32.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.9261	92.61%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.5808	58.08%
CYP3A4 substrate	+	0.7436	74.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8184	81.84%
CYP2C9 inhibition	-	0.8319	83.19%
CYP2C19 inhibition	-	0.8798	87.98%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	+	0.7923	79.23%
CYP inhibitory promiscuity	-	0.9735	97.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6249	62.49%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.5520	55.20%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7631	76.31%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8725	87.25%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9436	94.36%
Acute Oral Toxicity (c)	III	0.7436	74.36%
Estrogen receptor binding	+	0.7527	75.27%
Androgen receptor binding	+	0.7434	74.34%
Thyroid receptor binding	+	0.6494	64.94%
Glucocorticoid receptor binding	+	0.7869	78.69%
Aromatase binding	+	0.6697	66.97%
PPAR gamma	+	0.8396	83.96%
Honey bee toxicity	-	0.6249	62.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9883	98.83%

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	98.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.84%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.31%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.11%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.80%	86.33%
CHEMBL5028	O14672	ADAM10	88.04%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.18%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.61%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.47%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.20%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.70%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.66%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.11%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.03%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.24%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.08%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.89%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.35%	90.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.26%	89.05%
CHEMBL233	P35372	Mu opioid receptor	81.79%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.24%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.14%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.03%	94.33%

Plants that contains it

• Eleutherococcus senticosus

Cross-Links

• PubChem: 14036556
• LOTUS: LTS0258689
• wikiData: Q105182977