2,11,12,16-Tetrahydroxy-5-(hydroxymethyl)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one

Details

• Internal ID: 9d211599-2cfe-4840-a81d-9a198742b852
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 2,11,12,16-tetrahydroxy-5-(hydroxymethyl)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
• SMILES (Canonical): CC1(CCCC2(C1CC(C34C2C(C(C(C3O)C(=C)C4=O)O)O)O)C)CO
• SMILES (Isomeric): CC1(CCCC2(C1CC(C34C2C(C(C(C3O)C(=C)C4=O)O)O)O)C)CO
• InChI: InChI=1S/C20H30O6/c1-9-12-13(23)14(24)15-19(3)6-4-5-18(2,8-21)10(19)7-11(22)20(15,16(9)25)17(12)26/h10-15,17,21-24,26H,1,4-8H2,2-3H3
• InChI Key: FUQYFTZWPYGVMC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.01
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9656	96.56%
Caco-2	-	0.7675	76.75%
Blood Brain Barrier	+	0.7606	76.06%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6523	65.23%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8614	86.14%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6328	63.28%
BSEP inhibitior	-	0.9158	91.58%
P-glycoprotein inhibitior	-	0.8369	83.69%
P-glycoprotein substrate	-	0.7633	76.33%
CYP3A4 substrate	+	0.6049	60.49%
CYP2C9 substrate	-	0.8134	81.34%
CYP2D6 substrate	-	0.8152	81.52%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.7925	79.25%
CYP2C19 inhibition	-	0.8457	84.57%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.8723	87.23%
CYP2C8 inhibition	-	0.6945	69.45%
CYP inhibitory promiscuity	-	0.9397	93.97%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7372	73.72%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9566	95.66%
Skin irritation	-	0.5153	51.53%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5582	55.82%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5699	56.99%
skin sensitisation	-	0.8776	87.76%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6657	66.57%
Acute Oral Toxicity (c)	III	0.6144	61.44%
Estrogen receptor binding	+	0.7879	78.79%
Androgen receptor binding	+	0.5847	58.47%
Thyroid receptor binding	+	0.6082	60.82%
Glucocorticoid receptor binding	+	0.6204	62.04%
Aromatase binding	+	0.7119	71.19%
PPAR gamma	-	0.5279	52.79%
Honey bee toxicity	-	0.8222	82.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9865	98.65%

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	94.32%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.27%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.34%	95.56%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	85.26%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.17%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	83.75%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.70%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.60%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.23%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.01%	94.45%

Plants that contains it

• Isodon interruptus

Cross-Links

• PubChem: 14563775
• LOTUS: LTS0026301
• wikiData: Q105001951