[(1S,2S,3R,5S,8S,9S,10S,11R,12S)-9,10-dihydroxy-12-(hydroxymethyl)-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate

Details

• Internal ID: 5b310cf2-3337-4150-850a-f012595c7951
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2S,3R,5S,8S,9S,10S,11R,12S)-9,10-dihydroxy-12-(hydroxymethyl)-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2CC3(C1C45CCCC(C4C(C3(OC5)O)O)(C)CO)C(=O)C2=C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@@H]2C[C@]3([C@@H]1[C@]45CCC[C@]([C@H]4[C@@H]([C@]3(OC5)O)O)(C)CO)C(=O)C2=C
• InChI: InChI=1S/C22H30O7/c1-11-13-7-14(29-12(2)24)15-20-6-4-5-19(3,9-23)16(20)18(26)22(27,28-10-20)21(15,8-13)17(11)25/h13-16,18,23,26-27H,1,4-10H2,2-3H3/t13-,14-,15+,16-,18+,19-,20-,21+,22-/m1/s1
• InChI Key: DUFZUOBYDABFEL-QCMGEGILSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₇
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.19915329 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7991	79.91%
Caco-2	-	0.6472	64.72%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8207	82.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.9176	91.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7117	71.17%
BSEP inhibitior	-	0.5352	53.52%
P-glycoprotein inhibitior	-	0.7481	74.81%
P-glycoprotein substrate	-	0.6230	62.30%
CYP3A4 substrate	+	0.6939	69.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8785	87.85%
CYP3A4 inhibition	-	0.8214	82.14%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.8293	82.93%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.7576	75.76%
CYP2C8 inhibition	+	0.4659	46.59%
CYP inhibitory promiscuity	-	0.9332	93.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7095	70.95%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9517	95.17%
Skin irritation	-	0.5655	56.55%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4168	41.68%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5265	52.65%
skin sensitisation	-	0.9091	90.91%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5697	56.97%
Acute Oral Toxicity (c)	III	0.3781	37.81%
Estrogen receptor binding	+	0.7565	75.65%
Androgen receptor binding	+	0.7256	72.56%
Thyroid receptor binding	+	0.5312	53.12%
Glucocorticoid receptor binding	+	0.7690	76.90%
Aromatase binding	+	0.6412	64.12%
PPAR gamma	+	0.5603	56.03%
Honey bee toxicity	-	0.7470	74.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.43%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	93.06%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.67%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.06%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.10%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.34%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	89.06%	94.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.90%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.80%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.42%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.25%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.01%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.60%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.96%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.91%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.67%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.14%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.78%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.41%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.88%	90.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.79%	90.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.20%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.17%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.09%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.03%	94.33%

Plants that contains it

• Isodon parvifolius

Cross-Links

• PubChem: 162946522
• LOTUS: LTS0217078
• wikiData: Q104989210