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

Details

• Internal ID: 7d2f119d-ddb7-482a-bdae-41383bf2558c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1R,2S,5S,7R,9S,10S,11R,18R)-7-acetyloxy-9,18-dihydroxy-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)C5OC(=O)C)O)(C)C
• SMILES (Isomeric): CC(=O)O[C@H]1[C@H]2[C@]3(CCCC2(C)C)CO[C@]1(C45[C@H]3CC[C@H]([C@H]4O)C(=C)[C@H]5OC(=O)C)O
• InChI: InChI=1S/C24H34O7/c1-12-15-7-8-16-22-10-6-9-21(4,5)17(22)20(31-14(3)26)24(28,29-11-22)23(16,18(15)27)19(12)30-13(2)25/h15-20,27-28H,1,6-11H2,2-5H3/t15-,16-,17+,18+,19+,20-,22+,23?,24+/m0/s1
• InChI Key: ZPDVFDNDMSYUSR-IFMJFMDPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₇
• Molecular Weight: 434.50 g/mol
• Exact Mass: 434.23045342 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9160	91.60%
Caco-2	-	0.6683	66.83%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7857	78.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8669	86.69%
OATP1B3 inhibitior	+	0.8781	87.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6173	61.73%
BSEP inhibitior	-	0.5722	57.22%
P-glycoprotein inhibitior	-	0.5359	53.59%
P-glycoprotein substrate	-	0.7156	71.56%
CYP3A4 substrate	+	0.6437	64.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.8353	83.53%
CYP2C9 inhibition	-	0.5576	55.76%
CYP2C19 inhibition	-	0.7779	77.79%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	-	0.6651	66.51%
CYP2C8 inhibition	+	0.5982	59.82%
CYP inhibitory promiscuity	-	0.8398	83.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7051	70.51%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8522	85.22%
Skin irritation	-	0.5596	55.96%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5800	58.00%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5260	52.60%
skin sensitisation	-	0.8222	82.22%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5724	57.24%
Acute Oral Toxicity (c)	III	0.4921	49.21%
Estrogen receptor binding	+	0.8319	83.19%
Androgen receptor binding	+	0.6816	68.16%
Thyroid receptor binding	+	0.5735	57.35%
Glucocorticoid receptor binding	+	0.7658	76.58%
Aromatase binding	+	0.6578	65.78%
PPAR gamma	+	0.5903	59.03%
Honey bee toxicity	-	0.7703	77.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	98.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.23%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.59%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.76%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.13%	91.19%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.18%	82.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.89%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.34%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.57%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.17%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.75%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.82%	95.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.64%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.30%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.11%	97.28%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.24%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.07%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	80.54%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.43%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.28%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.21%	100.00%

Plants that contains it

• Isodon rubescens
• Isodon xerophilus

Cross-Links

• PubChem: 163194770
• LOTUS: LTS0032729
• wikiData: Q105380852