(1R,9R,11R,15S,19R,22R,27R,28S)-4,9-dihydroxy-5-methoxy-12,12,23,23,27-pentamethyl-6-propan-2-yloctacyclo[17.11.1.01,17.02,11.02,15.03,8.019,28.022,27]hentriaconta-3,5,7,16-tetraene-13,18-dione

Details

• Internal ID: 83268cc3-98cb-448a-b4eb-6db9f96c8027
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,9R,11R,15S,19R,22R,27R,28S)-4,9-dihydroxy-5-methoxy-12,12,23,23,27-pentamethyl-6-propan-2-yloctacyclo[17.11.1.01,17.02,11.02,15.03,8.019,28.022,27]hentriaconta-3,5,7,16-tetraene-13,18-dione
• SMILES (Canonical): CC(C)C1=C(C(=C2C(=C1)C(CC3C24C(CC(=O)C3(C)C)C=C5C46CCC7C8(CCCC(C8CCC7(C6)C5=O)(C)C)C)O)O)OC
• SMILES (Isomeric): CC(C)C1=C(C(=C2C(=C1)[C@@H](C[C@@H]3C24[C@@H](CC(=O)C3(C)C)C=C5[C@@]46CC[C@H]7[C@@]8(CCCC([C@H]8CC[C@]7(C6)C5=O)(C)C)C)O)O)OC
• InChI: InChI=1S/C40H54O5/c1-21(2)23-18-24-26(41)19-29-36(5,6)30(42)17-22-16-25-34(44)38-14-10-27-35(3,4)12-9-13-37(27,7)28(38)11-15-39(25,20-38)40(22,29)31(24)32(43)33(23)45-8/h16,18,21-22,26-29,41,43H,9-15,17,19-20H2,1-8H3/t22-,26-,27-,28+,29+,37-,38-,39+,40?/m1/s1
• InChI Key: ZVPKLYXBKCMEJT-NFSGUPJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₄O₅
• Molecular Weight: 614.90 g/mol
• Exact Mass: 614.39712482 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 8.35
• H-Bond Acceptor: 5
• 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	+	0.9974	99.74%
Caco-2	-	0.7385	73.85%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8331	83.31%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.8225	82.25%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9767	97.67%
P-glycoprotein inhibitior	+	0.7740	77.40%
P-glycoprotein substrate	+	0.6141	61.41%
CYP3A4 substrate	+	0.7361	73.61%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8095	80.95%
CYP3A4 inhibition	-	0.6777	67.77%
CYP2C9 inhibition	+	0.5617	56.17%
CYP2C19 inhibition	-	0.5563	55.63%
CYP2D6 inhibition	-	0.8947	89.47%
CYP1A2 inhibition	+	0.5931	59.31%
CYP2C8 inhibition	+	0.7469	74.69%
CYP inhibitory promiscuity	-	0.8340	83.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6232	62.32%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9164	91.64%
Skin irritation	-	0.5975	59.75%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4756	47.56%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6584	65.84%
skin sensitisation	-	0.8055	80.55%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8513	85.13%
Acute Oral Toxicity (c)	IV	0.4230	42.30%
Estrogen receptor binding	+	0.6910	69.10%
Androgen receptor binding	+	0.7532	75.32%
Thyroid receptor binding	+	0.5597	55.97%
Glucocorticoid receptor binding	+	0.8204	82.04%
Aromatase binding	+	0.7478	74.78%
PPAR gamma	+	0.6705	67.05%
Honey bee toxicity	-	0.6829	68.29%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.18%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.99%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.90%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.81%	97.09%
CHEMBL4302	P08183	P-glycoprotein 1	93.78%	92.98%
CHEMBL1937	Q92769	Histone deacetylase 2	93.37%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.04%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.45%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.44%	93.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.19%	99.15%
CHEMBL5203	P33316	dUTP pyrophosphatase	90.81%	99.18%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.82%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.32%	82.69%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.20%	92.88%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.92%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.85%	85.14%
CHEMBL2535	P11166	Glucose transporter	88.28%	98.75%
CHEMBL284	P27487	Dipeptidyl peptidase IV	88.10%	95.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.43%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	86.06%	91.19%
CHEMBL1902	P62942	FK506-binding protein 1A	85.37%	97.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.21%	96.38%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.00%	97.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.80%	92.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.40%	93.03%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.52%	85.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.38%	100.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.89%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.81%	91.07%

Plants that contains it

• Amentotaxus formosana

Cross-Links

• PubChem: 101197097
• LOTUS: LTS0172878
• wikiData: Q104667171