(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-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: 8ca5f3d9-e590-43b6-8d77-b508fc9d8a1d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-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(OC(C3O)OC4C(C(COC4OC5CCC6(C(C5(C)C)CCC7(C6CC=C8C7(CCC9(C8CC(=C)CC9)C(=O)O)C)C)C)O)O)C)O)CO)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](O[C@H]([C@@H]3O)O[C@@H]4[C@H]([C@H](CO[C@@H]4O[C@H]5CC[C@]6([C@H](C5(C)C)CC[C@@]7([C@@H]6CC=C8[C@]7(CC[C@@]9([C@H]8CC(=C)CC9)C(=O)O)C)C)C)O)O)C)O)CO)O)O)O)O
• InChI: InChI=1S/C52H82O20/c1-22-11-16-52(47(63)64)18-17-50(7)25(26(52)19-22)9-10-30-49(6)14-13-31(48(4,5)29(49)12-15-51(30,50)8)69-46-42(34(57)27(54)21-65-46)72-44-38(61)40(33(56)24(3)67-44)70-45-39(62)41(35(58)28(20-53)68-45)71-43-37(60)36(59)32(55)23(2)66-43/h9,23-24,26-46,53-62H,1,10-21H2,2-8H3,(H,63,64)/t23-,24+,26+,27+,28-,29+,30-,31+,32-,33+,34+,35-,36+,37+,38-,39-,40-,41+,42-,43-,44+,45+,46-,49+,50-,51-,52+/m1/s1
• InChI Key: FQCHDVOUJPOIOX-DJZONQNMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₂O₂₀
• Molecular Weight: 1027.20 g/mol
• Exact Mass: 1026.53994500 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 19
• 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	-	0.8765	87.65%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8311	83.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7229	72.29%
OATP1B3 inhibitior	-	0.5076	50.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.8613	86.13%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	-	0.5277	52.77%
CYP3A4 substrate	+	0.7311	73.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
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	+	0.7489	74.89%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6456	64.56%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.5881	58.81%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.6924	69.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7551	75.51%
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	-	0.8977	89.77%
Acute Oral Toxicity (c)	III	0.7897	78.97%
Estrogen receptor binding	+	0.8170	81.70%
Androgen receptor binding	+	0.7351	73.51%
Thyroid receptor binding	-	0.4904	49.04%
Glucocorticoid receptor binding	+	0.7306	73.06%
Aromatase binding	+	0.6803	68.03%
PPAR gamma	+	0.8092	80.92%
Honey bee toxicity	-	0.6713	67.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
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	98.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.50%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.91%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.86%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.28%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.82%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.05%	97.09%
CHEMBL5028	O14672	ADAM10	86.38%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.96%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.43%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.98%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.11%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.01%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.97%	89.00%
CHEMBL233	P35372	Mu opioid receptor	82.60%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	81.62%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.57%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	80.62%	98.10%

Plants that contains it

• Guaiacum officinale

Cross-Links

• PubChem: 162876359
• LOTUS: LTS0232528
• wikiData: Q104999523