(4aR,6aR,6aS,6bR,8aS,10S,12aR,14bR)-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-carboxylic acid

Details

• Internal ID: 3f449600-a95e-4bb5-bd32-52ac27325f96
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (4aR,6aR,6aS,6bR,8aS,10S,12aR,14bR)-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-carboxylic acid
• 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)O)C)C)C)O)OC9CC(C(C(C9O)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)C)C)O)O[C@@H]9C[C@@H]([C@H]([C@@H]([C@H]9O)O)O)CO)C)O)O)O)O
• InChI: InChI=1S/C53H84O19/c1-23-11-16-53(48(64)65)18-17-51(7)27(28(53)19-23)9-10-32-50(6)14-13-33(49(4,5)31(50)12-15-52(32,51)8)70-47-44(42(29(55)22-66-47)69-30-20-26(21-54)36(58)39(61)37(30)59)72-46-41(63)43(35(57)25(3)68-46)71-45-40(62)38(60)34(56)24(2)67-45/h9,24-26,28-47,54-63H,1,10-22H2,2-8H3,(H,64,65)/t24-,25-,26-,28-,29+,30-,31-,32-,33+,34-,35-,36-,37+,38+,39+,40+,41+,42+,43+,44-,45+,46+,47+,50+,51-,52-,53-/m1/s1
• InChI Key: CTAXKXXRTUTPCW-UCSHQVKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₄O₁₉
• Molecular Weight: 1025.20 g/mol
• Exact Mass: 1024.56068045 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 10

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	-	0.8803	88.03%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8311	83.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7547	75.47%
OATP1B3 inhibitior	-	0.5076	50.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.8173	81.73%
P-glycoprotein inhibitior	+	0.7512	75.12%
P-glycoprotein substrate	+	0.6079	60.79%
CYP3A4 substrate	+	0.7359	73.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8815	88.15%
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	+	0.7649	76.49%
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	-	0.9034	90.34%
Skin irritation	-	0.5881	58.81%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7631	76.31%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8777	87.77%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7881	78.81%
Acute Oral Toxicity (c)	III	0.7897	78.97%
Estrogen receptor binding	+	0.7924	79.24%
Androgen receptor binding	+	0.7393	73.93%
Thyroid receptor binding	-	0.5138	51.38%
Glucocorticoid receptor binding	+	0.7090	70.90%
Aromatase binding	+	0.6559	65.59%
PPAR gamma	+	0.7956	79.56%
Honey bee toxicity	-	0.6698	66.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5845	58.45%
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	97.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.21%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.54%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.76%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.58%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.46%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.15%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.68%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.13%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.24%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.47%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.67%	89.00%
CHEMBL5028	O14672	ADAM10	85.69%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.59%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	81.74%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.22%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.98%	99.17%

Plants that contains it

• Guaiacum officinale

Cross-Links

• PubChem: 163045418
• LOTUS: LTS0115561
• wikiData: Q104969683