[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3S,4S,5R,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4-[(1R,2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]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: e3fd5f4e-28a1-40c0-839e-c3965ad84aab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3S,4S,5R,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4-[(1R,2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]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(C(OC(C2O)OC3C(C(COC3OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC(=C)CC8)C(=O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)O)OC1CC(C(C(C1O)O)O)CO)C)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@H]2O)O[C@@H]3[C@H]([C@H](CO[C@H]3O[C@H]4CC[C@]5([C@H](C4(C)C)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(=C)CC8)C(=O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)C)O)O[C@@H]1C[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C)O)O)O)O
• InChI: InChI=1S/C59H94O24/c1-24-11-16-59(54(74)83-51-45(72)43(70)40(67)32(22-61)79-51)18-17-57(7)28(29(59)19-24)9-10-34-56(6)14-13-35(55(4,5)33(56)12-15-58(34,57)8)80-53-49(47(30(62)23-75-53)78-31-20-27(21-60)38(65)42(69)39(31)66)82-52-46(73)48(37(64)26(3)77-52)81-50-44(71)41(68)36(63)25(2)76-50/h9,25-27,29-53,60-73H,1,10-23H2,2-8H3/t25-,26-,27-,29+,30+,31-,32-,33+,34-,35+,36-,37-,38-,39+,40-,41+,42+,43+,44+,45-,46+,47+,48+,49-,50+,51+,52+,53+,56+,57-,58-,59+/m1/s1
• InChI Key: BHXHPYYQPVBJAZ-PQLCITHQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₄O₂₄
• Molecular Weight: 1187.40 g/mol
• Exact Mass: 1186.61350386 g/mol
• Topological Polar Surface Area (TPSA): 383.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7709	77.09%
Caco-2	-	0.8768	87.68%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8311	83.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7590	75.90%
OATP1B3 inhibitior	-	0.5076	50.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.9200	92.00%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	+	0.5981	59.81%
CYP3A4 substrate	+	0.7425	74.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.8823	88.23%
CYP2C9 inhibition	-	0.8494	84.94%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.8738	87.38%
CYP2C8 inhibition	+	0.7857	78.57%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6456	64.56%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.5881	58.81%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7852	78.52%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8777	87.77%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.9316	93.16%
Acute Oral Toxicity (c)	III	0.7897	78.97%
Estrogen receptor binding	+	0.7641	76.41%
Androgen receptor binding	+	0.7440	74.40%
Thyroid receptor binding	+	0.6013	60.13%
Glucocorticoid receptor binding	+	0.7850	78.50%
Aromatase binding	+	0.6593	65.93%
PPAR gamma	+	0.8212	82.12%
Honey bee toxicity	-	0.6333	63.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5445	54.45%
Fish aquatic toxicity	+	0.9697	96.97%

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	98.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.75%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.17%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.68%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.74%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.50%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.55%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.95%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	86.14%	98.10%
CHEMBL233	P35372	Mu opioid receptor	85.81%	97.93%
CHEMBL5028	O14672	ADAM10	85.42%	97.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.23%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.65%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.20%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.73%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	82.38%	91.19%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.98%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.63%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.62%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.45%	92.50%

Plants that contains it

• Guaiacum officinale

Cross-Links

• PubChem: 162878080
• LOTUS: LTS0029427
• wikiData: Q104936291