1,5-bis(hydroxymethyl)-3a,5-dimethyl-3,3b,4,6,6a,7-hexahydro-2H-cyclopenta[a]pentalen-7-ol

Details

• Internal ID: ef399154-90a0-42ee-b42a-aa367f1ab2c5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes
• IUPAC Name: 1,5-bis(hydroxymethyl)-3a,5-dimethyl-3,3b,4,6,6a,7-hexahydro-2H-cyclopenta[a]pentalen-7-ol
• SMILES (Canonical): CC12CCC(=C1C(C3C2CC(C3)(C)CO)O)CO
• SMILES (Isomeric): CC12CCC(=C1C(C3C2CC(C3)(C)CO)O)CO
• InChI: InChI=1S/C15H24O3/c1-14(8-17)5-10-11(6-14)15(2)4-3-9(7-16)12(15)13(10)18/h10-11,13,16-18H,3-8H2,1-2H3
• InChI Key: RTRNIJJMGPYEML-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: 0.40
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.7268	72.68%
Blood Brain Barrier	+	0.6098	60.98%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4789	47.89%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6876	68.76%
BSEP inhibitior	-	0.8643	86.43%
P-glycoprotein inhibitior	-	0.9553	95.53%
P-glycoprotein substrate	-	0.8127	81.27%
CYP3A4 substrate	+	0.5897	58.97%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.8341	83.41%
CYP2C9 inhibition	-	0.7814	78.14%
CYP2C19 inhibition	-	0.8091	80.91%
CYP2D6 inhibition	-	0.8589	85.89%
CYP1A2 inhibition	-	0.7410	74.10%
CYP2C8 inhibition	-	0.6571	65.71%
CYP inhibitory promiscuity	-	0.8043	80.43%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	-	0.9713	97.13%
Eye irritation	-	0.7085	70.85%
Skin irritation	-	0.7414	74.14%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.6983	69.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.4407	44.07%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5403	54.03%
skin sensitisation	-	0.6635	66.35%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6466	64.66%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.5563	55.63%
Androgen receptor binding	-	0.6138	61.38%
Thyroid receptor binding	+	0.5355	53.55%
Glucocorticoid receptor binding	+	0.5458	54.58%
Aromatase binding	-	0.6041	60.41%
PPAR gamma	-	0.7856	78.56%
Honey bee toxicity	-	0.8324	83.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9385	93.85%

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	97.83%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.59%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.11%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.66%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.10%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.71%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.34%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.92%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.73%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	82.59%	95.38%
CHEMBL2581	P07339	Cathepsin D	82.41%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.52%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72969948
• LOTUS: LTS0128732
• wikiData: Q104196924