methyl (1S,4S,5S,6S,9R,10R,13R,15S)-6,10-dihydroxy-5,9-dimethyl-15-[(Z)-2-methylbut-2-enoyl]oxy-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Details

• Internal ID: f263187d-39d4-48cc-8359-8b8650748524
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: methyl (1S,4S,5S,6S,9R,10R,13R,15S)-6,10-dihydroxy-5,9-dimethyl-15-[(Z)-2-methylbut-2-enoyl]oxy-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(=C)C2CCC3(C1(C2)CCC4C3(CCC(C4(C)C(=O)OC)O)C)O
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1C(=C)[C@@H]2CC[C@@]3([C@]1(C2)CC[C@H]4[C@]3(CC[C@@H]([C@@]4(C)C(=O)OC)O)C)O
• InChI: InChI=1S/C26H38O6/c1-7-15(2)21(28)32-20-16(3)17-8-13-26(30)23(4)11-10-19(27)24(5,22(29)31-6)18(23)9-12-25(20,26)14-17/h7,17-20,27,30H,3,8-14H2,1-2,4-6H3/b15-7-/t17-,18+,19+,20+,23-,24+,25+,26-/m1/s1
• InChI Key: GRYOZIZNEBSQBX-OVHBWQROSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₆
• Molecular Weight: 446.60 g/mol
• Exact Mass: 446.26683893 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	-	0.5674	56.74%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7383	73.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8807	88.07%
OATP1B3 inhibitior	-	0.3979	39.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7374	73.74%
BSEP inhibitior	+	0.7640	76.40%
P-glycoprotein inhibitior	-	0.5198	51.98%
P-glycoprotein substrate	+	0.5182	51.82%
CYP3A4 substrate	+	0.7138	71.38%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.7870	78.70%
CYP2C9 inhibition	-	0.6798	67.98%
CYP2C19 inhibition	-	0.8070	80.70%
CYP2D6 inhibition	-	0.9600	96.00%
CYP1A2 inhibition	-	0.6406	64.06%
CYP2C8 inhibition	-	0.6005	60.05%
CYP inhibitory promiscuity	-	0.9581	95.81%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8963	89.63%
Skin irritation	+	0.5697	56.97%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3929	39.29%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8060	80.60%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.5833	58.33%
Acute Oral Toxicity (c)	II	0.3833	38.33%
Estrogen receptor binding	+	0.8498	84.98%
Androgen receptor binding	+	0.6796	67.96%
Thyroid receptor binding	+	0.6495	64.95%
Glucocorticoid receptor binding	+	0.7885	78.85%
Aromatase binding	+	0.7575	75.75%
PPAR gamma	+	0.5813	58.13%
Honey bee toxicity	-	0.6898	68.98%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	96.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.83%	96.09%
CHEMBL1871	P10275	Androgen Receptor	93.34%	96.43%
CHEMBL340	P08684	Cytochrome P450 3A4	88.37%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.18%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.79%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.15%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.76%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	84.71%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.58%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.24%	97.14%
CHEMBL5028	O14672	ADAM10	83.88%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.84%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.25%	82.69%
CHEMBL2581	P07339	Cathepsin D	81.77%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.41%	89.00%
CHEMBL4683	Q12884	Fibroblast activation protein alpha	81.13%	93.07%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.53%	98.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.19%	95.89%

Plants that contains it

• Ichthyothere terminalis

Cross-Links

• PubChem: 162895235
• LOTUS: LTS0227140
• wikiData: Q105016871