(4aR,6aS,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6b,9,12a-pentamethyl-3,4,5,6,6a,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

Details

• Internal ID: 9fd42e0b-8629-408b-8c05-a7d8785458e1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (4aR,6aS,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6b,9,12a-pentamethyl-3,4,5,6,6a,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)CO)CCC5(C4CC=C6C5CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)O)O)O)OC8C(C(C(O8)CO)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](CO[C@H]2O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]5([C@@H]4CC=C6[C@H]5CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O)C)C)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](O8)CO)O)O)O
• InChI: InChI=1S/C45H72O16/c1-21-30(49)35(60-37-33(52)32(51)26(18-46)58-37)34(53)38(57-21)61-36-31(50)25(48)19-56-39(36)59-29-11-13-43(5)27-8-7-22-23(42(27,4)12-10-28(43)44(29,6)20-47)9-14-45(40(54)55)16-15-41(2,3)17-24(22)45/h7,21,23-39,46-53H,8-20H2,1-6H3,(H,54,55)/t21-,23+,24-,25-,26-,27-,28+,29-,30-,31-,32-,33+,34+,35+,36+,37-,38-,39-,42-,43+,44-,45+/m0/s1
• InChI Key: RGQGVCLXFKTNEB-KYQKSIBXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₆
• Molecular Weight: 869.00 g/mol
• Exact Mass: 868.48203620 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8593	85.93%
Caco-2	-	0.8895	88.95%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	0.8781	87.81%
OATP1B1 inhibitior	+	0.8265	82.65%
OATP1B3 inhibitior	-	0.2138	21.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8466	84.66%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	-	0.5286	52.86%
CYP3A4 substrate	+	0.7195	71.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9081	90.81%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.9198	91.98%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	+	0.6410	64.10%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9118	91.18%
Skin irritation	-	0.5174	51.74%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7296	72.96%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7226	72.26%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8147	81.47%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.7849	78.49%
Androgen receptor binding	+	0.6893	68.93%
Thyroid receptor binding	-	0.5883	58.83%
Glucocorticoid receptor binding	+	0.6857	68.57%
Aromatase binding	+	0.6723	67.23%
PPAR gamma	+	0.7689	76.89%
Honey bee toxicity	-	0.7303	73.03%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9565	95.65%

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	96.50%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.01%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.22%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.70%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.40%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.08%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.59%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.69%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.12%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	86.32%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.02%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	85.96%	94.75%
CHEMBL5028	O14672	ADAM10	82.94%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.12%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.75%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.74%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.71%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.22%	96.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.03%	92.78%

Plants that contains it

• Lecaniodiscus cupanioides

Cross-Links

• PubChem: 163057833
• LOTUS: LTS0098361
• wikiData: Q105235999