11-hydroxy-10-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

Details

• Internal ID: 7cc05f81-0846-4d09-a4ca-e3968a550976
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 11-hydroxy-10-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)O)C)C)C2C1C)C)C(=O)O
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)O)C)C)C2C1C)C)C(=O)O
• InChI: InChI=1S/C40H56O7/c1-23-15-18-40(35(44)45)20-19-38(6)26(33(40)24(23)2)11-13-31-37(5)22-28(42)34(36(3,4)30(37)16-17-39(31,38)7)47-32(43)14-10-25-9-12-27(41)29(21-25)46-8/h9-12,14,21,23-24,28,30-31,33-34,41-42H,13,15-20,22H2,1-8H3,(H,44,45)
• InChI Key: LOYUSEWSBJOCNL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₇
• Molecular Weight: 648.90 g/mol
• Exact Mass: 648.40260412 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 8.60
• Atomic LogP (AlogP): 8.04
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	-	0.8178	81.78%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8371	83.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	-	0.3518	35.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	+	0.9213	92.13%
P-glycoprotein inhibitior	+	0.7854	78.54%
P-glycoprotein substrate	+	0.5537	55.37%
CYP3A4 substrate	+	0.7133	71.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.6776	67.76%
CYP2C9 inhibition	-	0.5980	59.80%
CYP2C19 inhibition	-	0.5551	55.51%
CYP2D6 inhibition	-	0.8966	89.66%
CYP1A2 inhibition	+	0.7381	73.81%
CYP2C8 inhibition	+	0.8503	85.03%
CYP inhibitory promiscuity	-	0.8942	89.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.6600	66.00%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9270	92.70%
Skin irritation	-	0.5960	59.60%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6416	64.16%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	-	0.7797	77.97%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9057	90.57%
Acute Oral Toxicity (c)	III	0.4835	48.35%
Estrogen receptor binding	+	0.7868	78.68%
Androgen receptor binding	+	0.7870	78.70%
Thyroid receptor binding	+	0.5865	58.65%
Glucocorticoid receptor binding	+	0.8413	84.13%
Aromatase binding	+	0.7126	71.26%
PPAR gamma	+	0.7554	75.54%
Honey bee toxicity	-	0.7129	71.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.77%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.21%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.63%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.85%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	89.56%	91.19%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.33%	85.30%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.76%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.06%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.50%	91.07%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.04%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.00%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	84.77%	92.98%
CHEMBL3194	P02766	Transthyretin	84.70%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.53%	97.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.97%	89.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.87%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.36%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.88%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	80.12%	91.49%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.00%	93.00%

Plants that contains it

• Diospyros dendo
• Leptospermum scoparium

Cross-Links

• PubChem: 73809384
• LOTUS: LTS0253193
• wikiData: Q105154992