(1R,2R,6S,7R,8R,10R,11S,14S,15S,18S)-20-methoxy-7,8,14,15,19,19-hexamethyl-10-(3-methylbut-2-enoyloxy)-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid

Details

• Internal ID: 24765353-7c23-488d-a7a6-9e6d17b11f44
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2R,6S,7R,8R,10R,11S,14S,15S,18S)-20-methoxy-7,8,14,15,19,19-hexamethyl-10-(3-methylbut-2-enoyloxy)-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid
• SMILES (Canonical): CC1CC(C2(CCC3(C(=CCC4C3(CCC5C46CCC(C5(C)C)(OC6)OC)C)C2C1C)C)C(=O)O)OC(=O)C=C(C)C
• SMILES (Isomeric): C[C@@H]1C[C@H]([C@@]2(CC[C@@]3(C(=CC[C@@H]4[C@@]3(CC[C@H]5[C@@]46CCC(C5(C)C)(OC6)OC)C)[C@@H]2[C@@H]1C)C)C(=O)O)OC(=O)C=C(C)C
• InChI: InChI=1S/C36H54O6/c1-21(2)18-28(37)42-27-19-22(3)23(4)29-24-10-11-26-33(8,32(24,7)14-16-35(27,29)30(38)39)13-12-25-31(5,6)36(40-9)17-15-34(25,26)20-41-36/h10,18,22-23,25-27,29H,11-17,19-20H2,1-9H3,(H,38,39)/t22-,23-,25-,26-,27-,29+,32-,33+,34+,35-,36?/m1/s1
• InChI Key: DBBHWBNNASFWLZ-CTVYYHBCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₄O₆
• Molecular Weight: 582.80 g/mol
• Exact Mass: 582.39203944 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 7.57
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9765	97.65%
Caco-2	-	0.7179	71.79%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9026	90.26%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8301	83.01%
OATP1B3 inhibitior	+	0.8970	89.70%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5636	56.36%
BSEP inhibitior	+	0.9810	98.10%
P-glycoprotein inhibitior	+	0.7797	77.97%
P-glycoprotein substrate	+	0.5546	55.46%
CYP3A4 substrate	+	0.7139	71.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9019	90.19%
CYP3A4 inhibition	-	0.7957	79.57%
CYP2C9 inhibition	-	0.7634	76.34%
CYP2C19 inhibition	-	0.8463	84.63%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.5388	53.88%
CYP2C8 inhibition	+	0.7781	77.81%
CYP inhibitory promiscuity	-	0.9387	93.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6713	67.13%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9259	92.59%
Skin irritation	-	0.6278	62.78%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.6014	60.14%
Human Ether-a-go-go-Related Gene inhibition	+	0.6629	66.29%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6584	65.84%
skin sensitisation	-	0.8312	83.12%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5108	51.08%
Acute Oral Toxicity (c)	III	0.5836	58.36%
Estrogen receptor binding	+	0.7651	76.51%
Androgen receptor binding	+	0.7530	75.30%
Thyroid receptor binding	+	0.5773	57.73%
Glucocorticoid receptor binding	+	0.8350	83.50%
Aromatase binding	+	0.7957	79.57%
PPAR gamma	+	0.7349	73.49%
Honey bee toxicity	-	0.7043	70.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5466	54.66%
Fish aquatic toxicity	+	0.9850	98.50%

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	97.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.84%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.08%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.30%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.18%	97.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.90%	85.30%
CHEMBL340	P08684	Cytochrome P450 3A4	89.61%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.65%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.59%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.67%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.68%	93.00%
CHEMBL2581	P07339	Cathepsin D	85.08%	98.95%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.84%	97.53%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.59%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.23%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.81%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.70%	92.94%
CHEMBL5028	O14672	ADAM10	82.59%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.29%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.72%	94.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.23%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.07%	94.62%

Plants that contains it

• Lantana camara

Cross-Links

• PubChem: 101219681
• NPASS: NPC30141
• LOTUS: LTS0252877
• wikiData: Q104974210