(3,4-Dihydroxy-11,11-dimethyl-15-oxo-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-8-yl) 5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate

Details

• Internal ID: 652f7a61-1ccc-4675-8232-6515405d6f30
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (3,4-dihydroxy-11,11-dimethyl-15-oxo-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-8-yl) 5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate
• SMILES (Canonical): CC(C)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)C)C(=O)OC4C5C6C(CCCC6(C7=C(C(=C(C=C47)C(C)C)O)O)C(=O)O5)(C)C)O)O
• SMILES (Isomeric): CC(C)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)C)C(=O)OC4C5C6C(CCCC6(C7=C(C(=C(C=C47)C(C)C)O)O)C(=O)O5)(C)C)O)O
• InChI: InChI=1S/C40H52O8/c1-19(2)22-17-21-11-12-25-37(5,6)13-9-15-39(25,26(21)30(43)28(22)41)35(45)47-32-24-18-23(20(3)4)29(42)31(44)27(24)40-16-10-14-38(7,8)34(40)33(32)48-36(40)46/h17-20,25,32-34,41-44H,9-16H2,1-8H3
• InChI Key: WAEVEOPNYWHGKG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₂O₈
• Molecular Weight: 660.80 g/mol
• Exact Mass: 660.36621861 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 8.05
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9443	94.43%
Caco-2	-	0.8123	81.23%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8208	82.08%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8360	83.60%
OATP1B3 inhibitior	+	0.8652	86.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8828	88.28%
P-glycoprotein inhibitior	+	0.7658	76.58%
P-glycoprotein substrate	-	0.5292	52.92%
CYP3A4 substrate	+	0.7058	70.58%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7679	76.79%
CYP3A4 inhibition	-	0.6548	65.48%
CYP2C9 inhibition	-	0.5918	59.18%
CYP2C19 inhibition	-	0.5588	55.88%
CYP2D6 inhibition	-	0.9021	90.21%
CYP1A2 inhibition	+	0.6064	60.64%
CYP2C8 inhibition	+	0.6441	64.41%
CYP inhibitory promiscuity	-	0.8400	84.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5929	59.29%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.7126	71.26%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4737	47.37%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8900	89.00%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8229	82.29%
Acute Oral Toxicity (c)	III	0.5025	50.25%
Estrogen receptor binding	+	0.7876	78.76%
Androgen receptor binding	+	0.7362	73.62%
Thyroid receptor binding	+	0.5395	53.95%
Glucocorticoid receptor binding	+	0.8374	83.74%
Aromatase binding	+	0.7383	73.83%
PPAR gamma	+	0.6912	69.12%
Honey bee toxicity	-	0.7431	74.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	99.31%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.95%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.05%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.59%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.99%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.35%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.90%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.46%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.94%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.37%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	90.22%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.43%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.31%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.24%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.08%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.84%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.61%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.14%	93.56%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.48%	99.18%
CHEMBL233	P35372	Mu opioid receptor	84.22%	97.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.98%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.33%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.82%	99.15%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.52%	95.71%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	81.33%	97.88%

Plants that contains it

• Salvia canariensis

Cross-Links

• PubChem: 13966129
• LOTUS: LTS0120846
• wikiData: Q105300181