[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-[[(2S,3S,5S)-2,3,4-trihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]oxan-2-yl] (4R,6aS,6bR,10S,12aR,14bR)-2,2,6a,6b,9,9,12a-heptamethyl-10-[(3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-carboxylate

Details

• Internal ID: 4a602d0c-987a-40bf-bcf8-dea2c9d14f8e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-[[(2S,3S,5S)-2,3,4-trihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]oxan-2-yl] (4R,6aS,6bR,10S,12aR,14bR)-2,2,6a,6b,9,9,12a-heptamethyl-10-[(3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)(O)OCC3C(C(C(C(O3)(O)OC(=O)C4CC(CC5C4CCC6(C5=CCC7C6(CCC8C7(CCC(C8(C)C)OC9C(C(C(CO9)O)O)O)C)C)C)(C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@@H](C(O1)O[C@@H]2C(O[C@@]([C@H](C2O)O)(O)OCC3[C@H](C([C@@H]([C@](O3)(O)OC(=O)[C@@H]4CC(C[C@@H]5C4CC[C@@]6(C5=CCC7[C@]6(CCC8[C@@]7(CC[C@@H](C8(C)C)OC9[C@@H]([C@@H]([C@H](CO9)O)O)O)C)C)C)(C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C53H86O23/c1-22-33(56)36(59)39(62)46(71-22)73-41-28(19-54)74-52(67,43(65)40(41)63)70-21-29-35(58)37(60)42(64)53(68,75-29)76-44(66)25-18-47(2,3)17-24-23(25)11-15-50(7)26(24)9-10-31-49(6)14-13-32(48(4,5)30(49)12-16-51(31,50)8)72-45-38(61)34(57)27(55)20-69-45/h9,22-25,27-43,45-46,54-65,67-68H,10-21H2,1-8H3/t22-,23?,24-,25-,27+,28?,29?,30?,31?,32+,33-,34-,35-,36+,37?,38-,39+,40?,41-,42+,43+,45?,46?,49+,50-,51-,52+,53-/m1/s1
• InChI Key: CAMSCWPTRPIOQJ-QXMIXAQVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₂₃
• Molecular Weight: 1091.20 g/mol
• Exact Mass: 1090.55598899 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.87
• H-Bond Acceptor: 23
• H-Bond Donor: 14
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8467	84.67%
Caco-2	-	0.8790	87.90%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8556	85.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7602	76.02%
OATP1B3 inhibitior	-	0.4171	41.71%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.9377	93.77%
P-glycoprotein inhibitior	+	0.7453	74.53%
P-glycoprotein substrate	+	0.6137	61.37%
CYP3A4 substrate	+	0.7426	74.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.8829	88.29%
CYP2C9 inhibition	-	0.8581	85.81%
CYP2C19 inhibition	-	0.8759	87.59%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.8595	85.95%
CYP2C8 inhibition	+	0.7892	78.92%
CYP inhibitory promiscuity	-	0.9495	94.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6113	61.13%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.6571	65.71%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7652	76.52%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8770	87.70%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.8761	87.61%
Acute Oral Toxicity (c)	III	0.7443	74.43%
Estrogen receptor binding	+	0.8013	80.13%
Androgen receptor binding	+	0.7693	76.93%
Thyroid receptor binding	+	0.6205	62.05%
Glucocorticoid receptor binding	+	0.7809	78.09%
Aromatase binding	+	0.6652	66.52%
PPAR gamma	+	0.8303	83.03%
Honey bee toxicity	-	0.6299	62.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5305	53.05%
Fish aquatic toxicity	+	0.9552	95.52%

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	98.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.11%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.40%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.17%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.05%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.71%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.23%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.81%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.19%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.14%	95.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.66%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.18%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.03%	89.00%
CHEMBL5028	O14672	ADAM10	84.63%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.33%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.22%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.11%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.78%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.94%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.81%	91.07%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.77%	93.00%

Plants that contains it

• Oreopanax guatemalensis

Cross-Links

• PubChem: 162817463
• LOTUS: LTS0267074
• wikiData: Q104951594