5,13-Dihydroxy-13-(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.01,10.02,7]hexadec-10-ene-6-carboxylic acid

Details

• Internal ID: c89cd25f-b673-4e9b-afa4-f4e0aa9df13f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aphidicolane and stemodane diterpenoids
• IUPAC Name: 5,13-dihydroxy-13-(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.01,10.02,7]hexadec-10-ene-6-carboxylic acid
• SMILES (Canonical): CC12CCC(C(C1CCC3=CC4CC23CCC4(CO)O)(C)C(=O)O)O
• SMILES (Isomeric): CC12CCC(C(C1CCC3=CC4CC23CCC4(CO)O)(C)C(=O)O)O
• InChI: InChI=1S/C20H30O5/c1-17-6-5-15(22)18(2,16(23)24)14(17)4-3-12-9-13-10-19(12,17)7-8-20(13,25)11-21/h9,13-15,21-22,25H,3-8,10-11H2,1-2H3,(H,23,24)
• InChI Key: BUHBLMJCWYBYOC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 4
• 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	+	0.9635	96.35%
Caco-2	+	0.6470	64.70%
Blood Brain Barrier	+	0.5891	58.91%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7988	79.88%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.8499	84.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6390	63.90%
BSEP inhibitior	+	0.7299	72.99%
P-glycoprotein inhibitior	-	0.8844	88.44%
P-glycoprotein substrate	-	0.6403	64.03%
CYP3A4 substrate	+	0.6609	66.09%
CYP2C9 substrate	-	0.8048	80.48%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9549	95.49%
CYP2C9 inhibition	-	0.8424	84.24%
CYP2C19 inhibition	-	0.8731	87.31%
CYP2D6 inhibition	-	0.9357	93.57%
CYP1A2 inhibition	-	0.8913	89.13%
CYP2C8 inhibition	-	0.6491	64.91%
CYP inhibitory promiscuity	-	0.9500	95.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7169	71.69%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9557	95.57%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7381	73.81%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7058	70.58%
skin sensitisation	-	0.9107	91.07%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7165	71.65%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.6269	62.69%
Thyroid receptor binding	+	0.6438	64.38%
Glucocorticoid receptor binding	+	0.7545	75.45%
Aromatase binding	+	0.7312	73.12%
PPAR gamma	+	0.5785	57.85%
Honey bee toxicity	-	0.9277	92.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9856	98.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.78%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.80%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.32%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.18%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	84.45%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.76%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.72%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162919929
• LOTUS: LTS0228540
• wikiData: Q103817019