3,9,10,18-Tetrahydroxy-6-(methoxymethyl)-12,12-dimethyl-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

Details

• Internal ID: ed66151a-8c7e-4e3c-9532-5958aeb375aa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 3,9,10,18-tetrahydroxy-6-(methoxymethyl)-12,12-dimethyl-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one
• SMILES (Canonical): CC1(CCCC23C1C(C(C45C2C(CC(C4O)C(C5=O)COC)O)(OC3)O)O)C
• SMILES (Isomeric): CC1(CCCC23C1C(C(C45C2C(CC(C4O)C(C5=O)COC)O)(OC3)O)O)C
• InChI: InChI=1S/C21H32O7/c1-18(2)5-4-6-19-9-28-21(26,17(25)14(18)19)20-13(19)12(22)7-10(15(20)23)11(8-27-3)16(20)24/h10-15,17,22-23,25-26H,4-9H2,1-3H3
• InChI Key: OJCRCWSUQSESNM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₇
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.21480336 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.08
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7155	71.55%
Caco-2	-	0.6517	65.17%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6778	67.78%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8511	85.11%
OATP1B3 inhibitior	+	0.9084	90.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5681	56.81%
P-glycoprotein inhibitior	-	0.8226	82.26%
P-glycoprotein substrate	-	0.6687	66.87%
CYP3A4 substrate	+	0.6801	68.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8214	82.14%
CYP3A4 inhibition	-	0.9145	91.45%
CYP2C9 inhibition	-	0.7937	79.37%
CYP2C19 inhibition	-	0.8120	81.20%
CYP2D6 inhibition	-	0.9556	95.56%
CYP1A2 inhibition	-	0.8775	87.75%
CYP2C8 inhibition	-	0.7328	73.28%
CYP inhibitory promiscuity	-	0.9849	98.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7094	70.94%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9545	95.45%
Skin irritation	-	0.7219	72.19%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6720	67.20%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5477	54.77%
skin sensitisation	-	0.8895	88.95%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6631	66.31%
Acute Oral Toxicity (c)	I	0.3873	38.73%
Estrogen receptor binding	+	0.7482	74.82%
Androgen receptor binding	+	0.7386	73.86%
Thyroid receptor binding	+	0.5663	56.63%
Glucocorticoid receptor binding	+	0.6664	66.64%
Aromatase binding	+	0.6763	67.63%
PPAR gamma	+	0.5228	52.28%
Honey bee toxicity	-	0.6376	63.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8189	81.89%

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	98.81%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.35%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.16%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.71%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.51%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.37%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.93%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.73%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.46%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.88%	86.33%
CHEMBL1871	P10275	Androgen Receptor	87.57%	96.43%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.31%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.88%	91.07%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.41%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.48%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.47%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.24%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.48%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.07%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.27%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.82%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.32%	95.56%

Plants that contains it

• Isodon parvifolius

Cross-Links

• PubChem: 162847449
• LOTUS: LTS0241057
• wikiData: Q105193004