[(1S,2S,5S,8R,9S,10S,11R,15S,18R)-9,10,15-trihydroxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-18-yl] acetate

Details

• Internal ID: fcd1b55b-a3bd-470d-bff8-682262d691b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2S,5S,8R,9S,10S,11R,15S,18R)-9,10,15-trihydroxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-18-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2CCC3C1(C(=O)C2=C)C4(C(C5C3(CO4)C(CCC5(C)C)O)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]2CC[C@@H]3[C@@]1(C(=O)C2=C)[C@]4([C@H]([C@H]5[C@@]3(CO4)[C@H](CCC5(C)C)O)O)O
• InChI: InChI=1S/C22H30O7/c1-10-12-5-6-13-20-9-28-22(27,21(13,16(10)25)18(12)29-11(2)23)17(26)15(20)19(3,4)8-7-14(20)24/h12-15,17-18,24,26-27H,1,5-9H2,2-4H3/t12-,13-,14-,15+,17-,18+,20+,21-,22+/m0/s1
• InChI Key: QSPODSIBWVJEMM-FFHGQJQASA-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: 0.70
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9352	93.52%
Caco-2	-	0.6623	66.23%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8305	83.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8810	88.10%
OATP1B3 inhibitior	+	0.9010	90.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7350	73.50%
BSEP inhibitior	-	0.7977	79.77%
P-glycoprotein inhibitior	-	0.6725	67.25%
P-glycoprotein substrate	-	0.7519	75.19%
CYP3A4 substrate	+	0.6754	67.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.7714	77.14%
CYP2C9 inhibition	-	0.6458	64.58%
CYP2C19 inhibition	-	0.7880	78.80%
CYP2D6 inhibition	-	0.9438	94.38%
CYP1A2 inhibition	-	0.6972	69.72%
CYP2C8 inhibition	+	0.4868	48.68%
CYP inhibitory promiscuity	-	0.9672	96.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6752	67.52%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9260	92.60%
Skin irritation	+	0.5232	52.32%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6013	60.13%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6385	63.85%
skin sensitisation	-	0.8534	85.34%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7579	75.79%
Acute Oral Toxicity (c)	III	0.3836	38.36%
Estrogen receptor binding	+	0.8106	81.06%
Androgen receptor binding	+	0.6819	68.19%
Thyroid receptor binding	+	0.6129	61.29%
Glucocorticoid receptor binding	+	0.7820	78.20%
Aromatase binding	+	0.6969	69.69%
PPAR gamma	+	0.5705	57.05%
Honey bee toxicity	-	0.7796	77.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5050	50.50%
Fish aquatic toxicity	+	0.9940	99.40%

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	97.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.94%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.04%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.20%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.25%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	91.70%	91.19%
CHEMBL2581	P07339	Cathepsin D	91.20%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.90%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.30%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.95%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.40%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.17%	82.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.04%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.53%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.87%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.71%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.55%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.34%	82.69%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.89%	91.24%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.42%	97.28%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.38%	95.71%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 163004732
• LOTUS: LTS0272211
• wikiData: Q105227204