(1R,4S,10S,11S,13R)-6,11,13-trihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one

Details

• Internal ID: 77f24eb2-5449-46c7-a15f-f3db2aa6b893
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,4S,10S,11S,13R)-6,11,13-trihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
• SMILES (Canonical): CC1(C2CCC34CC(CC(C3C2(CCC1O)C)O)(C(=C)C4=O)O)C
• SMILES (Isomeric): CC1([C@H]2CC[C@@]34C[C@@](C[C@@H]([C@H]3C2(CCC1O)C)O)(C(=C)C4=O)O)C
• InChI: InChI=1S/C20H30O4/c1-11-16(23)19-8-5-13-17(2,3)14(22)6-7-18(13,4)15(19)12(21)9-20(11,24)10-19/h12-15,21-22,24H,1,5-10H2,2-4H3/t12-,13+,14?,15-,18?,19+,20-/m0/s1
• InChI Key: JBQRSXZPXBXNGX-OUWPKSNJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.6832	68.32%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5888	58.88%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	-	0.3652	36.52%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.6990	69.90%
P-glycoprotein inhibitior	-	0.8306	83.06%
P-glycoprotein substrate	-	0.8703	87.03%
CYP3A4 substrate	+	0.6749	67.49%
CYP2C9 substrate	-	0.6091	60.91%
CYP2D6 substrate	-	0.8194	81.94%
CYP3A4 inhibition	-	0.8030	80.30%
CYP2C9 inhibition	-	0.6930	69.30%
CYP2C19 inhibition	-	0.8065	80.65%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.8146	81.46%
CYP2C8 inhibition	-	0.8712	87.12%
CYP inhibitory promiscuity	-	0.8626	86.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6171	61.71%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8472	84.72%
Skin irritation	+	0.5875	58.75%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7098	70.98%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6607	66.07%
skin sensitisation	-	0.6639	66.39%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6064	60.64%
Acute Oral Toxicity (c)	I	0.7077	70.77%
Estrogen receptor binding	+	0.8461	84.61%
Androgen receptor binding	+	0.6446	64.46%
Thyroid receptor binding	+	0.6521	65.21%
Glucocorticoid receptor binding	+	0.7965	79.65%
Aromatase binding	+	0.6709	67.09%
PPAR gamma	-	0.5828	58.28%
Honey bee toxicity	-	0.8563	85.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.84%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.42%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.37%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.72%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.86%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.84%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.71%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.69%	96.09%
CHEMBL1871	P10275	Androgen Receptor	81.89%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	80.66%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	80.51%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.12%	93.03%

Plants that contains it

• Isodon pharicus

Cross-Links

• PubChem: 5318552
• NPASS: NPC179221