[5-Hydroxy-1,4a-dimethyl-6-(3-methylbut-2-enoyloxy)-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methyl 3,4-dihydroxybenzoate

Details

• Internal ID: a20c9696-c310-4afc-ba8b-4b61d023360c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [5-hydroxy-1,4a-dimethyl-6-(3-methylbut-2-enoyloxy)-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methyl 3,4-dihydroxybenzoate
• SMILES (Canonical): CC(C)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)COC(=O)C4=CC(=C(C=C4)O)O)C)O)OC(=O)C=C(C)C
• SMILES (Isomeric): CC(C)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)COC(=O)C4=CC(=C(C=C4)O)O)C)O)OC(=O)C=C(C)C
• InChI: InChI=1S/C32H40O7/c1-18(2)14-26(35)39-29-22(19(3)4)15-20-9-11-25-31(5,12-7-13-32(25,6)27(20)28(29)36)17-38-30(37)21-8-10-23(33)24(34)16-21/h8,10,14-16,19,25,33-34,36H,7,9,11-13,17H2,1-6H3
• InChI Key: QIRPXSKEFCGQDR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₇
• Molecular Weight: 536.70 g/mol
• Exact Mass: 536.27740361 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 6.67
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	-	0.6828	68.28%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.9225	92.25%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8484	84.84%
OATP1B3 inhibitior	+	0.8162	81.62%
MATE1 inhibitior	+	0.5600	56.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9887	98.87%
P-glycoprotein inhibitior	+	0.8261	82.61%
P-glycoprotein substrate	+	0.5857	58.57%
CYP3A4 substrate	+	0.6928	69.28%
CYP2C9 substrate	-	0.6040	60.40%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.7527	75.27%
CYP2C9 inhibition	+	0.5211	52.11%
CYP2C19 inhibition	-	0.5223	52.23%
CYP2D6 inhibition	-	0.8408	84.08%
CYP1A2 inhibition	+	0.7608	76.08%
CYP2C8 inhibition	+	0.8066	80.66%
CYP inhibitory promiscuity	-	0.6511	65.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6611	66.11%
Eye corrosion	-	0.9945	99.45%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.7208	72.08%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6483	64.83%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6601	66.01%
skin sensitisation	-	0.8046	80.46%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9599	95.99%
Acute Oral Toxicity (c)	III	0.6195	61.95%
Estrogen receptor binding	+	0.7784	77.84%
Androgen receptor binding	+	0.7547	75.47%
Thyroid receptor binding	+	0.6583	65.83%
Glucocorticoid receptor binding	+	0.8354	83.54%
Aromatase binding	+	0.7541	75.41%
PPAR gamma	+	0.6752	67.52%
Honey bee toxicity	-	0.7079	70.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	99.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.06%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.85%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.08%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.58%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	92.69%	91.19%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.94%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.45%	86.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.29%	85.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.97%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.31%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.60%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.13%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.95%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.95%	95.56%
CHEMBL236	P41143	Delta opioid receptor	84.35%	99.35%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.29%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.15%	96.90%
CHEMBL2535	P11166	Glucose transporter	81.03%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.63%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.26%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.09%	98.75%

Plants that contains it

• Plectranthus verticillatus

Cross-Links

• PubChem: 77916021
• LOTUS: LTS0112804
• wikiData: Q105221737