(4aR,6aR,6aS,6bR,8aS,10R,12aS,14bR)-10-[(2S,3R,4R,5R)-3-[(2R,3S,4R,5S,6S)-4-[(2R,3S,4R,5S)-4-[(2R,3S,4S,5S,6R)-5-[(2R,3R,4R,5S)-4-[(2R,3R,4S,5S)-3,4-dihydroxy-5-[(2R,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-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-carboxylic acid

Details

• Internal ID: aa825e1d-0c25-4b5d-80a3-ae3dd9999dba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aR,6aR,6aS,6bR,8aS,10R,12aS,14bR)-10-[(2S,3R,4R,5R)-3-[(2R,3S,4R,5S,6S)-4-[(2R,3S,4R,5S)-4-[(2R,3S,4S,5S,6R)-5-[(2R,3R,4R,5S)-4-[(2R,3R,4S,5S)-3,4-dihydroxy-5-[(2R,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-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-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)OC8C(C(C(CO8)O)OC9C(C(C(C(O9)C)OC1C(C(C(CO1)O)OC1C(C(C(CO1)OC1C(C(C(CO1)O)O)O)O)O)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](CO[C@H]2O[C@@H]3CC[C@@]4([C@@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@]7([C@@H]6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)O[C@@H]8[C@H]([C@@H]([C@H](CO8)O)O[C@@H]9[C@H]([C@@H]([C@@H]([C@H](O9)C)O[C@@H]1[C@@H]([C@@H]([C@H](CO1)O)O[C@@H]1[C@@H]([C@@H]([C@H](CO1)O[C@@H]1[C@H]([C@H]([C@@H](CO1)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C67H108O31/c1-26-38(72)52(97-57-47(81)51(33(71)24-87-57)96-58-45(79)42(76)49(27(2)91-58)94-56-46(80)50(32(70)23-86-56)95-55-44(78)41(75)34(25-89-55)92-54-43(77)39(73)30(68)21-85-54)48(82)59(90-26)98-53-40(74)31(69)22-88-60(53)93-37-13-14-64(7)35(63(37,5)6)12-15-66(9)36(64)11-10-28-29-20-62(3,4)16-18-67(29,61(83)84)19-17-65(28,66)8/h10,26-27,29-60,68-82H,11-25H2,1-9H3,(H,83,84)/t26-,27+,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+,57+,58+,59+,60-,64+,65+,66+,67+/m0/s1
• InChI Key: YAKGWSAMHXZIMS-SMMUQLIISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₇H₁₀₈O₃₁
• Molecular Weight: 1409.60 g/mol
• Exact Mass: 1408.6874566 g/mol
• Topological Polar Surface Area (TPSA): 470.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.75
• H-Bond Acceptor: 30
• H-Bond Donor: 16
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8484	84.84%
Caco-2	-	0.8670	86.70%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8597	85.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3415	34.15%
OATP1B3 inhibitior	-	0.3155	31.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.9397	93.97%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	-	0.5065	50.65%
CYP3A4 substrate	+	0.7350	73.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9580	95.80%
CYP2C9 inhibition	-	0.8923	89.23%
CYP2C19 inhibition	-	0.9116	91.16%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8845	88.45%
CYP2C8 inhibition	+	0.7351	73.51%
CYP inhibitory promiscuity	-	0.9770	97.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5925	59.25%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8980	89.80%
Skin irritation	-	0.6042	60.42%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7658	76.58%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.8874	88.74%
Acute Oral Toxicity (c)	III	0.6676	66.76%
Estrogen receptor binding	+	0.7571	75.71%
Androgen receptor binding	+	0.7402	74.02%
Thyroid receptor binding	+	0.6411	64.11%
Glucocorticoid receptor binding	+	0.7884	78.84%
Aromatase binding	+	0.6832	68.32%
PPAR gamma	+	0.8229	82.29%
Honey bee toxicity	-	0.6822	68.22%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5895	58.95%
Fish aquatic toxicity	+	0.9653	96.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.34%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.20%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.32%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.22%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.07%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.60%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.51%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.04%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.31%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.27%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.20%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.00%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.78%	91.19%
CHEMBL5028	O14672	ADAM10	83.44%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.10%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.10%	92.94%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.77%	85.31%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	81.65%	91.83%

Plants that contains it

• Strychnos spinosa

Cross-Links

• PubChem: 163106673
• LOTUS: LTS0041584
• wikiData: Q105345434