10-hydroxy-11-[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: cb90f757-5908-4eb4-8073-90172ab20e24
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 10-hydroxy-11-[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)O)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)C)C2C1C)C)C(=O)O
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)OC(=O)C=CC6=CC(=C(C=C6)O)OC)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)22-29(34(43)36(3,4)30(37)16-17-39(31,38)7)47-32(42)14-10-25-9-12-27(41)28(21-25)46-8/h9-12,14,21,23-24,29-31,33-34,41,43H,13,15-20,22H2,1-8H3,(H,44,45)
• InChI Key: QVWRWMJXTWVRCW-UHFFFAOYSA-N
• Popularity: 0 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	+	0.9935	99.35%
Caco-2	-	0.8162	81.62%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8677	86.77%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8565	85.65%
OATP1B3 inhibitior	-	0.4478	44.78%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	+	0.9731	97.31%
P-glycoprotein inhibitior	+	0.7865	78.65%
P-glycoprotein substrate	-	0.5235	52.35%
CYP3A4 substrate	+	0.7157	71.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.7047	70.47%
CYP2C9 inhibition	-	0.6146	61.46%
CYP2C19 inhibition	-	0.5684	56.84%
CYP2D6 inhibition	-	0.8982	89.82%
CYP1A2 inhibition	+	0.8105	81.05%
CYP2C8 inhibition	+	0.8584	85.84%
CYP inhibitory promiscuity	-	0.8465	84.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8863	88.63%
Carcinogenicity (trinary)	Non-required	0.6548	65.48%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.6320	63.20%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4494	44.94%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7817	78.17%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8816	88.16%
Acute Oral Toxicity (c)	III	0.5003	50.03%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.7893	78.93%
Thyroid receptor binding	+	0.5730	57.30%
Glucocorticoid receptor binding	+	0.8128	81.28%
Aromatase binding	+	0.7123	71.23%
PPAR gamma	+	0.7309	73.09%
Honey bee toxicity	-	0.7178	71.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
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	99.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.68%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.62%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.94%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.59%	85.30%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.16%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	90.10%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.54%	97.09%
CHEMBL3194	P02766	Transthyretin	88.52%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	88.29%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.43%	99.15%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.40%	94.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.94%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.86%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.38%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	85.70%	92.98%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.92%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.26%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.81%	91.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.55%	91.07%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.76%	89.62%
CHEMBL5028	O14672	ADAM10	80.05%	97.50%

Plants that contains it

• Leptospermum scoparium

Cross-Links

• PubChem: 163034218
• LOTUS: LTS0154864
• wikiData: Q105228974