3a,5,5,7a-Tetramethyl-1,2,3,6,6a,7-hexahydrocyclopenta[b]pentalene-1,2,7-triol

Details

• Internal ID: be4d7c53-d9f8-480f-ae68-4073ed3e8892
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes
• IUPAC Name: 3a,5,5,7a-tetramethyl-1,2,3,6,6a,7-hexahydrocyclopenta[b]pentalene-1,2,7-triol
• SMILES (Canonical): CC1(CC2C(C3(C(C(CC3(C2=C1)C)O)O)C)O)C
• SMILES (Isomeric): CC1(CC2C(C3(C(C(CC3(C2=C1)C)O)O)C)O)C
• InChI: InChI=1S/C15H24O3/c1-13(2)5-8-9(6-13)14(3)7-10(16)12(18)15(14,4)11(8)17/h6,8,10-12,16-18H,5,7H2,1-4H3
• InChI Key: HORITXDMDFBJCE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 3
• 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	+	0.9882	98.82%
Caco-2	-	0.5187	51.87%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4705	47.05%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9273	92.73%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8681	86.81%
P-glycoprotein inhibitior	-	0.9458	94.58%
P-glycoprotein substrate	-	0.8848	88.48%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.7286	72.86%
CYP3A4 inhibition	-	0.8944	89.44%
CYP2C9 inhibition	-	0.7940	79.40%
CYP2C19 inhibition	-	0.7204	72.04%
CYP2D6 inhibition	-	0.9259	92.59%
CYP1A2 inhibition	-	0.7872	78.72%
CYP2C8 inhibition	-	0.9538	95.38%
CYP inhibitory promiscuity	-	0.8607	86.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5313	53.13%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9247	92.47%
Skin irritation	-	0.5205	52.05%
Skin corrosion	-	0.8988	89.88%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6059	60.59%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5556	55.56%
skin sensitisation	-	0.6470	64.70%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6926	69.26%
Acute Oral Toxicity (c)	I	0.3324	33.24%
Estrogen receptor binding	-	0.6018	60.18%
Androgen receptor binding	-	0.4889	48.89%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5495	54.95%
Aromatase binding	-	0.4837	48.37%
PPAR gamma	-	0.7404	74.04%
Honey bee toxicity	-	0.9362	93.62%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9223	92.23%

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	96.68%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.55%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.32%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.14%	85.14%
CHEMBL2581	P07339	Cathepsin D	83.17%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.74%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163065662
• LOTUS: LTS0162353
• wikiData: Q104168063