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

Details

• Internal ID: f7b806f1-00d2-462d-9df7-9dcf593a41f2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2S,5S,8R,9S,10S,11R,15S,18R)-18-acetyloxy-9,10-dihydroxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-15-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC(C2C13COC(C2O)(C45C3CCC(C4OC(=O)C)C(=C)C5=O)O)(C)C
• SMILES (Isomeric): CC(=O)O[C@H]1CCC([C@@H]2[C@@]13CO[C@]([C@H]2O)([C@]45[C@H]3CC[C@H]([C@H]4OC(=O)C)C(=C)C5=O)O)(C)C
• InChI: InChI=1S/C24H32O8/c1-11-14-6-7-15-22-10-30-24(29,23(15,18(11)27)20(14)32-13(3)26)19(28)17(22)21(4,5)9-8-16(22)31-12(2)25/h14-17,19-20,28-29H,1,6-10H2,2-5H3/t14-,15-,16-,17+,19-,20+,22+,23-,24+/m0/s1
• InChI Key: AHBBDHRVZDAVTA-KIPGZEETSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₈
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.20971797 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 8
• 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	+	0.9189	91.89%
Caco-2	-	0.6576	65.76%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8558	85.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8538	85.38%
OATP1B3 inhibitior	+	0.8577	85.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6308	63.08%
BSEP inhibitior	-	0.7966	79.66%
P-glycoprotein inhibitior	-	0.5349	53.49%
P-glycoprotein substrate	-	0.7524	75.24%
CYP3A4 substrate	+	0.6765	67.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8527	85.27%
CYP2C9 inhibition	-	0.6527	65.27%
CYP2C19 inhibition	-	0.7792	77.92%
CYP2D6 inhibition	-	0.9440	94.40%
CYP1A2 inhibition	-	0.6135	61.35%
CYP2C8 inhibition	+	0.5429	54.29%
CYP inhibitory promiscuity	-	0.9485	94.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6783	67.83%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8950	89.50%
Skin irritation	-	0.5218	52.18%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7010	70.10%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.8067	80.67%
Acute Oral Toxicity (c)	III	0.4394	43.94%
Estrogen receptor binding	+	0.8166	81.66%
Androgen receptor binding	+	0.6898	68.98%
Thyroid receptor binding	+	0.5386	53.86%
Glucocorticoid receptor binding	+	0.7384	73.84%
Aromatase binding	+	0.7310	73.10%
PPAR gamma	+	0.6569	65.69%
Honey bee toxicity	-	0.7700	77.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.78%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.55%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.95%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.22%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.04%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	91.81%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.59%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.41%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.22%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.40%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.57%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.29%	95.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.69%	82.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.36%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.51%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.74%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.68%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.42%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.28%	89.50%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 102152318
• LOTUS: LTS0044978
• wikiData: Q104912154