(1R,7S,10S,18S,21S,24S)-7,24-dihydroxy-9,9,22,22-tetramethyl-15,29-di(propan-2-yl)-2,17,32,33-tetraoxanonacyclo[16.8.4.25,12.219,26.01,18.03,16.04,13.05,10.021,26]tetratriaconta-3,13,15,29-tetraene-27,28-dione

Details

• Internal ID: bf87bd5f-5f73-4f08-9c80-204c1f839cc7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,7S,10S,18S,21S,24S)-7,24-dihydroxy-9,9,22,22-tetramethyl-15,29-di(propan-2-yl)-2,17,32,33-tetraoxanonacyclo[16.8.4.25,12.219,26.01,18.03,16.04,13.05,10.021,26]tetratriaconta-3,13,15,29-tetraene-27,28-dione
• SMILES (Canonical): CC(C)C1=C2C(=C3C(=C1)C4CC5C3(CC(CC5(C)C)O)CO4)OC67C(=O)C(=O)C(=CC6(O2)C8CC9C7(CC(CC9(C)C)O)CO8)C(C)C
• SMILES (Isomeric): CC(C)C1=C2C(=C3C(=C1)C4C[C@@H]5C3(C[C@H](CC5(C)C)O)CO4)O[C@@]67C(=O)C(=O)C(=C[C@]6(O2)C8C[C@@H]9C7(C[C@H](CC9(C)C)O)CO8)C(C)C
• InChI: InChI=1S/C40H52O8/c1-19(2)23-9-24-26-10-27-35(5,6)12-21(41)14-37(27,17-45-26)30(24)33-32(23)47-39-16-25(20(3)4)31(43)34(44)40(39,48-33)38-15-22(42)13-36(7,8)28(38)11-29(39)46-18-38/h9,16,19-22,26-29,41-42H,10-15,17-18H2,1-8H3/t21-,22-,26?,27-,28-,29?,37?,38?,39-,40+/m0/s1
• InChI Key: QQXFQHBKNHOYQL-UISDQWEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₂O₈
• Molecular Weight: 660.80 g/mol
• Exact Mass: 660.36621861 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.89
• 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	+	0.9808	98.08%
Caco-2	-	0.7836	78.36%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7580	75.80%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8540	85.40%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9314	93.14%
BSEP inhibitior	+	0.9761	97.61%
P-glycoprotein inhibitior	+	0.7764	77.64%
P-glycoprotein substrate	+	0.6634	66.34%
CYP3A4 substrate	+	0.7161	71.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7561	75.61%
CYP3A4 inhibition	-	0.7231	72.31%
CYP2C9 inhibition	-	0.7457	74.57%
CYP2C19 inhibition	-	0.6053	60.53%
CYP2D6 inhibition	-	0.8777	87.77%
CYP1A2 inhibition	-	0.5234	52.34%
CYP2C8 inhibition	+	0.7201	72.01%
CYP inhibitory promiscuity	-	0.8967	89.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5868	58.68%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.7130	71.30%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6554	65.54%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7559	75.59%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8710	87.10%
Acute Oral Toxicity (c)	III	0.4711	47.11%
Estrogen receptor binding	+	0.7529	75.29%
Androgen receptor binding	+	0.7738	77.38%
Thyroid receptor binding	+	0.5179	51.79%
Glucocorticoid receptor binding	+	0.8091	80.91%
Aromatase binding	+	0.7204	72.04%
PPAR gamma	+	0.7075	70.75%
Honey bee toxicity	-	0.6429	64.29%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9920	99.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.29%	96.77%
CHEMBL2581	P07339	Cathepsin D	98.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.48%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.00%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.55%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.03%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.93%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.40%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.94%	82.69%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.87%	95.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.84%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.84%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.80%	95.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.11%	96.38%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	88.99%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.70%	91.07%
CHEMBL4444	P04070	Vitamin K-dependent protein C	87.56%	93.89%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.84%	83.10%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.92%	85.31%
CHEMBL340	P08684	Cytochrome P450 3A4	85.54%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.53%	99.23%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.23%	92.88%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.20%	99.18%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.58%	99.15%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.04%	80.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.18%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.58%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.29%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.25%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.57%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.15%	95.89%
CHEMBL4530	P00488	Coagulation factor XIII	80.66%	96.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.33%	95.71%

Plants that contains it

• Teucrium viscidum

Cross-Links

• PubChem: 163186637
• LOTUS: LTS0227539
• wikiData: Q105226121