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

Details

• Internal ID: 00df30bc-a8a1-4424-8567-43ab7cde7322
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1R,2S,5S,7R,8R,9S,10S,11R,18R)-7,9,18-trihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-10-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2C(CCCC23COC1(C45C3CCC(C4O)C(=C)C5O)O)(C)C
• SMILES (Isomeric): CC(=O)O[C@H]1[C@H]2[C@]3(CCCC2(C)C)CO[C@]1([C@]45[C@H]3CC[C@H]([C@H]4O)C(=C)[C@H]5O)O
• InChI: InChI=1S/C22H32O6/c1-11-13-6-7-14-20-9-5-8-19(3,4)15(20)18(28-12(2)23)22(26,27-10-20)21(14,16(11)24)17(13)25/h13-18,24-26H,1,5-10H2,2-4H3/t13-,14-,15+,16+,17+,18-,20+,21-,22+/m0/s1
• InChI Key: MYVKBFBIDRWUTH-HDNZNBLDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₆
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.21988874 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 6
• 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	+	0.9303	93.03%
Caco-2	-	0.6432	64.32%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7500	75.00%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.8654	86.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	-	0.6836	68.36%
P-glycoprotein inhibitior	-	0.7417	74.17%
P-glycoprotein substrate	-	0.7626	76.26%
CYP3A4 substrate	+	0.6436	64.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.8448	84.48%
CYP2C9 inhibition	-	0.5474	54.74%
CYP2C19 inhibition	-	0.6982	69.82%
CYP2D6 inhibition	-	0.9030	90.30%
CYP1A2 inhibition	-	0.5959	59.59%
CYP2C8 inhibition	+	0.6447	64.47%
CYP inhibitory promiscuity	-	0.7788	77.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6982	69.82%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.5706	57.06%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6205	62.05%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5510	55.10%
skin sensitisation	-	0.8104	81.04%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5085	50.85%
Acute Oral Toxicity (c)	III	0.5217	52.17%
Estrogen receptor binding	+	0.8287	82.87%
Androgen receptor binding	+	0.6577	65.77%
Thyroid receptor binding	+	0.6256	62.56%
Glucocorticoid receptor binding	+	0.7616	76.16%
Aromatase binding	+	0.7133	71.33%
PPAR gamma	+	0.5277	52.77%
Honey bee toxicity	-	0.7947	79.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.94%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.20%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.58%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.19%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.10%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.87%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.73%	97.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.39%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.29%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.05%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.99%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.55%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.36%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.91%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.82%	96.38%
CHEMBL4040	P28482	MAP kinase ERK2	82.63%	83.82%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.86%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.82%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.77%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.98%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.43%	100.00%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 163022518
• LOTUS: LTS0275083
• wikiData: Q105175214