(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,9S,12aS,14aR,14bR)-9-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-8-oxo-2,3,4a,5,6,7,9,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 33185885-40b6-48d7-b0d5-3ac5778b876a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,9S,12aS,14aR,14bR)-9-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-8-oxo-2,3,4a,5,6,7,9,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CC(=O)C8(C7CC(CC8O)(C)C)C)C)C)C)C(=O)O)O)O)CO)O)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]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H](C4(C)C)CC[C@@]6([C@@H]5CC=C7[C@]6(CC(=O)[C@@]8([C@H]7CC(C[C@@H]8O)(C)C)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C48H76O18/c1-20-29(52)31(54)35(58)40(61-20)65-37-32(55)30(53)23(19-49)62-41(37)66-38-34(57)33(56)36(39(59)60)64-42(38)63-28-13-14-45(6)24(44(28,4)5)12-15-46(7)25(45)11-10-21-22-16-43(2,3)17-26(50)48(22,9)27(51)18-47(21,46)8/h10,20,22-26,28-38,40-42,49-50,52-58H,11-19H2,1-9H3,(H,59,60)/t20-,22-,23+,24-,25+,26-,28-,29-,30+,31+,32-,33-,34-,35+,36-,37+,38+,40-,41-,42+,45-,46+,47+,48+/m0/s1
• InChI Key: IGKHSWIPMMAPAG-GIOCRVJHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₈
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.50316557 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8283	82.83%
Caco-2	-	0.9095	90.95%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8738	87.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7641	76.41%
OATP1B3 inhibitior	-	0.4240	42.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.7175	71.75%
P-glycoprotein inhibitior	+	0.7543	75.43%
P-glycoprotein substrate	-	0.7104	71.04%
CYP3A4 substrate	+	0.7172	71.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.7325	73.25%
CYP2C9 inhibition	-	0.8442	84.42%
CYP2C19 inhibition	-	0.9307	93.07%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	+	0.7113	71.13%
CYP inhibitory promiscuity	-	0.9622	96.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6162	61.62%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.5231	52.31%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7305	73.05%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8670	86.70%
skin sensitisation	-	0.9055	90.55%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9349	93.49%
Acute Oral Toxicity (c)	III	0.7819	78.19%
Estrogen receptor binding	+	0.7853	78.53%
Androgen receptor binding	+	0.7348	73.48%
Thyroid receptor binding	-	0.5814	58.14%
Glucocorticoid receptor binding	+	0.7268	72.68%
Aromatase binding	+	0.6680	66.80%
PPAR gamma	+	0.7935	79.35%
Honey bee toxicity	-	0.7040	70.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9670	96.70%

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	97.99%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.87%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.81%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.49%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.40%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	92.01%	94.75%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.85%	97.36%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.53%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.38%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.63%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.92%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.16%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.37%	96.21%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.07%	97.33%
CHEMBL5028	O14672	ADAM10	81.40%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.32%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.68%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.56%	89.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.55%	98.00%

Plants that contains it

• Stylosanthes erecta

Cross-Links

• PubChem: 16737976
• LOTUS: LTS0240935
• wikiData: Q105112684