Hirsutenol D

Details

• Internal ID: 7f48e622-53cf-4de2-821d-1c4fa2f43d04
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes
• IUPAC Name: (3aS,4S,7R,7aS)-4,7,7a-trihydroxy-3a,5,5-trimethyl-3-methylidene-4,7-dihydro-1H-cyclopenta[a]pentalene-2,6-dione
• SMILES (Canonical): CC1(C(C2=C(C1=O)C(C3(C2(C(=C)C(=O)C3)C)O)O)O)C
• SMILES (Isomeric): C[C@]12C(=C)C(=O)C[C@]1([C@@H](C3=C2[C@@H](C(C3=O)(C)C)O)O)O
• InChI: InChI=1S/C15H18O5/c1-6-7(16)5-15(20)11(18)8-9(14(6,15)4)12(19)13(2,3)10(8)17/h11-12,18-20H,1,5H2,2-4H3/t11-,12+,14-,15-/m1/s1
• InChI Key: JFWLAFHHNSFQBT-AYRXBEOTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.11
• H-Bond Acceptor: 5
• 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	+	0.9904	99.04%
Caco-2	-	0.6218	62.18%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6807	68.07%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9463	94.63%
OATP1B3 inhibitior	+	0.9160	91.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9096	90.96%
P-glycoprotein inhibitior	-	0.9094	90.94%
P-glycoprotein substrate	-	0.8667	86.67%
CYP3A4 substrate	+	0.5405	54.05%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.8722	87.22%
CYP3A4 inhibition	-	0.8379	83.79%
CYP2C9 inhibition	-	0.8337	83.37%
CYP2C19 inhibition	-	0.8485	84.85%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.8231	82.31%
CYP2C8 inhibition	-	0.9440	94.40%
CYP inhibitory promiscuity	-	0.9670	96.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5778	57.78%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.6877	68.77%
Skin irritation	+	0.4915	49.15%
Skin corrosion	-	0.8706	87.06%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6609	66.09%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6585	65.85%
skin sensitisation	-	0.5832	58.32%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.8464	84.64%
Acute Oral Toxicity (c)	III	0.3730	37.30%
Estrogen receptor binding	+	0.6297	62.97%
Androgen receptor binding	+	0.5220	52.20%
Thyroid receptor binding	-	0.5674	56.74%
Glucocorticoid receptor binding	-	0.4744	47.44%
Aromatase binding	-	0.5576	55.76%
PPAR gamma	-	0.6284	62.84%
Honey bee toxicity	-	0.8609	86.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9490	94.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.72%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.90%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.50%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.14%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.23%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.53%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.23%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11637685
• LOTUS: LTS0251496
• wikiData: Q75064918