(1R,2S,6S,10R,11S,14S,15R,18R,20S)-20-hydroxy-8,8,14,15,19,19-hexamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-3-oxo-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid

Details

• Internal ID: 334c4b7b-1940-4996-a723-5cf92184510a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2S,6S,10R,11S,14S,15R,18R,20S)-20-hydroxy-8,8,14,15,19,19-hexamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-3-oxo-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(CC2C1(CCC3(C2=CC(=O)C4C3(CCC5C46CCC(C5(C)C)(OC6)O)C)C)C(=O)O)(C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1CC(C[C@@H]2[C@]1(CC[C@@]3(C2=CC(=O)[C@H]4[C@]3(CC[C@@H]5[C@]46CC[C@@](C5(C)C)(OC6)O)C)C)C(=O)O)(C)C
• InChI: InChI=1S/C35H50O7/c1-9-20(2)27(37)42-25-18-29(3,4)17-22-21-16-23(36)26-32(8,31(21,7)12-14-34(22,25)28(38)39)11-10-24-30(5,6)35(40)15-13-33(24,26)19-41-35/h9,16,22,24-26,40H,10-15,17-19H2,1-8H3,(H,38,39)/b20-9-/t22-,24-,25+,26-,31+,32+,33+,34-,35-/m0/s1
• InChI Key: JTWKADAVYOOHHX-NFKFUXJISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₀O₇
• Molecular Weight: 582.80 g/mol
• Exact Mass: 582.35565393 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.24
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	-	0.7041	70.41%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9030	90.30%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.7269	72.69%
OATP1B3 inhibitior	+	0.8777	87.77%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5683	56.83%
BSEP inhibitior	+	0.9935	99.35%
P-glycoprotein inhibitior	+	0.7631	76.31%
P-glycoprotein substrate	-	0.5507	55.07%
CYP3A4 substrate	+	0.6840	68.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8917	89.17%
CYP3A4 inhibition	-	0.7090	70.90%
CYP2C9 inhibition	-	0.8284	82.84%
CYP2C19 inhibition	-	0.9082	90.82%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.6231	62.31%
CYP2C8 inhibition	+	0.6209	62.09%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6441	64.41%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9112	91.12%
Skin irritation	-	0.5313	53.13%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.7315	73.15%
Human Ether-a-go-go-Related Gene inhibition	-	0.3799	37.99%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5592	55.92%
skin sensitisation	-	0.8250	82.50%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6208	62.08%
Acute Oral Toxicity (c)	III	0.5564	55.64%
Estrogen receptor binding	+	0.7638	76.38%
Androgen receptor binding	+	0.7396	73.96%
Thyroid receptor binding	+	0.6445	64.45%
Glucocorticoid receptor binding	+	0.8285	82.85%
Aromatase binding	+	0.7929	79.29%
PPAR gamma	+	0.6713	67.13%
Honey bee toxicity	-	0.7929	79.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	98.25%	91.11%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	95.03%	94.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.22%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.96%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.25%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.92%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.28%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.98%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.56%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.33%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.30%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.01%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.90%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.95%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.09%	97.14%

Plants that contains it

• Lantana camara

Cross-Links

• PubChem: 162883300
• LOTUS: LTS0046239
• wikiData: Q105135037