(1S,4S,7S,8S,9R,11S,13S,14R,18R,22S,25S,27R,28S,29S,30R,32R,34R,35S,37R,38R,41R,42R,46S,53S,55R,56R,57S,58R)-7,8,18,28,29,35,55,56,57,58-decahydroxy-30-(hydroxymethyl)-13,18,37,41,48,48,53,54,54-nonamethyl-3,5,10,12,15,21,24,26,31,33-decaoxadecacyclo[39.9.3.211,14.222,25.134,38.01,46.04,9.027,32.037,42.045,53]octapentacont-44-ene-2,16,20-trione

Details

• Internal ID: 97b17d1c-a3bb-4aeb-9e6a-e6de3c80d36e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,4S,7S,8S,9R,11S,13S,14R,18R,22S,25S,27R,28S,29S,30R,32R,34R,35S,37R,38R,41R,42R,46S,53S,55R,56R,57S,58R)-7,8,18,28,29,35,55,56,57,58-decahydroxy-30-(hydroxymethyl)-13,18,37,41,48,48,53,54,54-nonamethyl-3,5,10,12,15,21,24,26,31,33-decaoxadecacyclo[39.9.3.211,14.222,25.134,38.01,46.04,9.027,32.037,42.045,53]octapentacont-44-ene-2,16,20-trione
• SMILES (Canonical): CC1C2C(C(C(O1)OC3C(C(COC3OC(=O)C45CCC(CC4C6=CCC7C(C6(CC5)C)(CCC8C7(CC(C(C8(C)C)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(CO1)OC(=O)CC(CC(=O)O2)(C)O)O)O)O)C)C)(C)C)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H]([C@H]([C@@H](O1)O[C@@H]3[C@H]([C@H](CO[C@H]3OC(=O)[C@@]45CC[C@@]6(C(=CC[C@H]7[C@]6(CC[C@@H]8[C@@]7(C[C@@H]([C@@H](C8(C)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O[C@H]1[C@@H]([C@H]([C@H](CO1)OC(=O)C[C@@](CC(=O)O2)(C)O)O)O)O)C)C)[C@@H]4CC(CC5)(C)C)C)O)O)O)O
• InChI: InChI=1S/C58H90O24/c1-25-43-40(68)42(70)48(75-25)80-44-36(64)29(61)23-73-49(44)82-51(71)58-16-14-52(2,3)18-27(58)26-10-11-33-55(7)19-28(60)46(53(4,5)32(55)12-13-57(33,9)56(26,8)15-17-58)81-50-45(39(67)37(65)30(22-59)77-50)79-47-41(69)38(66)31(24-74-47)76-34(62)20-54(6,72)21-35(63)78-43/h10,25,27-33,36-50,59-61,64-70,72H,11-24H2,1-9H3/t25-,27-,28-,29-,30+,31-,32-,33+,36-,37+,38-,39-,40-,41+,42+,43-,44+,45+,46-,47-,48-,49-,50-,54+,55-,56+,57+,58-/m0/s1
• InChI Key: OGKSUWVFMNNQFI-OGJBTCEMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₀O₂₄
• Molecular Weight: 1171.30 g/mol
• Exact Mass: 1170.58220373 g/mol
• Topological Polar Surface Area (TPSA): 366.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.11
• H-Bond Acceptor: 24
• H-Bond Donor: 11
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7802	78.02%
Caco-2	-	0.8708	87.08%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8478	84.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7817	78.17%
OATP1B3 inhibitior	-	0.4078	40.78%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5474	54.74%
BSEP inhibitior	+	0.8526	85.26%
P-glycoprotein inhibitior	+	0.7503	75.03%
P-glycoprotein substrate	+	0.6966	69.66%
CYP3A4 substrate	+	0.7415	74.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	-	0.8351	83.51%
CYP2C9 inhibition	-	0.9049	90.49%
CYP2C19 inhibition	-	0.9269	92.69%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	-	0.9217	92.17%
CYP2C8 inhibition	+	0.7112	71.12%
CYP inhibitory promiscuity	-	0.9835	98.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5404	54.04%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.5517	55.17%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.5170	51.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6794	67.94%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5194	51.94%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6396	63.96%
Acute Oral Toxicity (c)	III	0.8249	82.49%
Estrogen receptor binding	+	0.7499	74.99%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	+	0.6111	61.11%
Glucocorticoid receptor binding	+	0.7926	79.26%
Aromatase binding	+	0.6199	61.99%
PPAR gamma	+	0.8180	81.80%
Honey bee toxicity	-	0.6505	65.05%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9527	95.27%

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	98.95%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.17%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.18%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.58%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.48%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.45%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.15%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.15%	94.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.65%	93.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.39%	96.21%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.60%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.82%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.86%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.75%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.58%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.64%	86.92%

Plants that contains it

• Actinostemma tenerum

Cross-Links

• PubChem: 162881717
• LOTUS: LTS0139005
• wikiData: Q105191673