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

Details

• Internal ID: 25022c2e-c196-4220-beeb-c49d9dc1f0aa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3R,4R,5S)-5-[(2S,3R,5S,6S)-4-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl] (4aS,6bR,10S,12aR)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2COC(C(C2O)O)OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C)OC8C(C(C(CO8)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)(C)C)O)OC1C(C(C(CO1)OC1C(C(C(C(O1)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H](C([C@H]([C@@H](O1)O[C@H]2CO[C@@H]([C@@H]([C@H]2O)O)OC(=O)[C@]34CCC(CC3C5=CCC6[C@]7(CC[C@@H](C(C7CC[C@]6(C5(CC4)C)C)(C)C)O[C@H]8[C@@H]([C@H]([C@H](CO8)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)C)(C)C)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O
• InChI: InChI=1S/C63H102O29/c1-25-36(66)50(91-52-45(75)40(70)31(23-82-52)88-55-48(78)43(73)38(68)29(21-65)86-55)49(79)56(84-25)89-32-24-83-53(46(76)41(32)71)92-57(80)63-17-15-58(2,3)19-27(63)26-9-10-34-60(6)13-12-35(59(4,5)33(60)11-14-62(34,8)61(26,7)16-18-63)90-51-44(74)39(69)30(22-81-51)87-54-47(77)42(72)37(67)28(20-64)85-54/h9,25,27-56,64-79H,10-24H2,1-8H3/t25-,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-,52-,53+,54-,55+,56-,60-,61?,62+,63-/m0/s1
• InChI Key: DPEHVQUUWHNCEH-WUNZOKOISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₀₂O₂₉
• Molecular Weight: 1323.50 g/mol
• Exact Mass: 1322.65067721 g/mol
• Topological Polar Surface Area (TPSA): 452.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -3.44
• H-Bond Acceptor: 29
• H-Bond Donor: 16
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7499	74.99%
Caco-2	-	0.8707	87.07%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8758	87.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7019	70.19%
OATP1B3 inhibitior	-	0.5977	59.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.9146	91.46%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	-	0.6642	66.42%
CYP3A4 substrate	+	0.7331	73.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9589	95.89%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.9003	90.03%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	+	0.7206	72.06%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.6520	65.20%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7719	77.19%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9625	96.25%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.9276	92.76%
Acute Oral Toxicity (c)	III	0.7822	78.22%
Estrogen receptor binding	+	0.7653	76.53%
Androgen receptor binding	+	0.7427	74.27%
Thyroid receptor binding	+	0.6273	62.73%
Glucocorticoid receptor binding	+	0.7821	78.21%
Aromatase binding	+	0.6607	66.07%
PPAR gamma	+	0.8163	81.63%
Honey bee toxicity	-	0.6376	63.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5295	52.95%
Fish aquatic toxicity	+	0.9603	96.03%

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	98.94%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.63%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.84%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.64%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.40%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.07%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.22%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.76%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.61%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.13%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.38%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.71%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.72%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.27%	95.50%
CHEMBL5028	O14672	ADAM10	81.97%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.30%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	81.00%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	80.67%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.62%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.17%	97.33%

Plants that contains it

• Patrinia scabiosifolia

Cross-Links

• PubChem: 11968924
• NPASS: NPC306202