Carycaroside IV

Details

• Internal ID: 4a8f3c71-fd68-459f-b72e-7efd393fd930
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(2S,3R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4R,5R,6R)-5-[(2S,3R,4S,5S,6R)-4-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)OC3C(C(C(CO3)O)O)O)O)O)O)O)O)O)C)C)C2C1)C)C(=O)OC1C(C(C(C(O1)CO)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)(C[C@@H]([C@@H](C3(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O)O)O)O)C
• InChI: InChI=1S/C65H104O34/c1-60(2)12-14-65(59(87)99-55-40(79)37(76)34(73)27(18-66)89-55)15-13-63(6)23(24(65)16-60)8-9-32-62(5)17-25(70)51(61(3,4)31(62)10-11-64(32,63)7)98-58-45(84)49(42(81)50(97-58)52(85)86)96-54-41(80)38(77)46(30(21-69)92-54)93-56-44(83)48(36(75)29(20-68)90-56)95-57-43(82)47(35(74)28(19-67)91-57)94-53-39(78)33(72)26(71)22-88-53/h8,24-51,53-58,66-84H,9-22H2,1-7H3,(H,85,86)/t24-,25-,26+,27+,28+,29+,30+,31-,32+,33-,34+,35-,36-,37-,38+,39+,40+,41+,42-,43+,44+,45+,46-,47-,48-,49-,50-,51-,53-,54-,55-,56-,57-,58-,62-,63+,64+,65-/m0/s1
• InChI Key: OHYJCDUNVDQFLP-KMCQGGJGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₅H₁₀₄O₃₄
• Molecular Weight: 1429.50 g/mol
• Exact Mass: 1428.6409004 g/mol
• Topological Polar Surface Area (TPSA): 550.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -6.68
• H-Bond Acceptor: 33
• H-Bond Donor: 20
• Rotatable Bonds: 17

Synonyms

• Caryocaroside IV-21
• CHEMBL500252

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8643	86.43%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7965	79.65%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9328	93.28%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	-	0.5689	56.89%
CYP3A4 substrate	+	0.7242	72.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7609	76.09%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8970	89.70%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7814	78.14%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9129	91.29%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7236	72.36%
Androgen receptor binding	+	0.7538	75.38%
Thyroid receptor binding	+	0.6718	67.18%
Glucocorticoid receptor binding	+	0.7939	79.39%
Aromatase binding	+	0.6832	68.32%
PPAR gamma	+	0.8232	82.32%
Honey bee toxicity	-	0.6554	65.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9585	95.85%

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	99.30%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.88%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.52%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.53%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.69%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.41%	83.57%
CHEMBL2581	P07339	Cathepsin D	89.12%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.86%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.80%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.64%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.76%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.89%	97.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.79%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.36%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.29%	91.07%
CHEMBL5028	O14672	ADAM10	81.22%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.14%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.35%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.33%	91.71%
CHEMBL4302	P08183	P-glycoprotein 1	80.15%	92.98%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

• Caryocar villosum

Cross-Links

• PubChem: 11700993
• NPASS: NPC302842