Isopatriscabrol

Details

• Internal ID: f2cc122e-8f3a-4988-92eb-823ea07bacc0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4S,4aS,6S,7S,7aR)-6,7-dihydroxy-4,7-dimethyl-1,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-3-one
• SMILES (Canonical): CC1C2CC(C(C2COC1=O)(C)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2C[C@@H]([C@@]([C@H]2COC1=O)(C)O)O
• InChI: InChI=1S/C10H16O4/c1-5-6-3-8(11)10(2,13)7(6)4-14-9(5)12/h5-8,11,13H,3-4H2,1-2H3/t5-,6+,7-,8-,10-/m0/s1
• InChI Key: RPOWAISXPHIEJS-QOSZEMKLSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL2152451
• (4S,4aS,6S,7S,7aR)-6,7-dihydroxy-4,7-dimethyl-1,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8744	87.44%
Caco-2	-	0.7558	75.58%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7257	72.57%
OATP2B1 inhibitior	-	0.8425	84.25%
OATP1B1 inhibitior	+	0.9393	93.93%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9624	96.24%
P-glycoprotein inhibitior	-	0.9775	97.75%
P-glycoprotein substrate	-	0.8143	81.43%
CYP3A4 substrate	+	0.5357	53.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.9496	94.96%
CYP2C9 inhibition	-	0.9607	96.07%
CYP2C19 inhibition	-	0.9310	93.10%
CYP2D6 inhibition	-	0.9624	96.24%
CYP1A2 inhibition	-	0.7787	77.87%
CYP2C8 inhibition	-	0.9756	97.56%
CYP inhibitory promiscuity	-	0.9944	99.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6650	66.50%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.7754	77.54%
Skin irritation	-	0.6764	67.64%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7111	71.11%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6824	68.24%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5510	55.10%
Acute Oral Toxicity (c)	III	0.3441	34.41%
Estrogen receptor binding	+	0.5613	56.13%
Androgen receptor binding	-	0.5492	54.92%
Thyroid receptor binding	-	0.7133	71.33%
Glucocorticoid receptor binding	-	0.5304	53.04%
Aromatase binding	-	0.8394	83.94%
PPAR gamma	-	0.8052	80.52%
Honey bee toxicity	-	0.8075	80.75%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7689	76.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.42%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.00%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.93%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.57%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.01%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.24%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.62%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.22%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.04%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.34%	99.23%
CHEMBL1871	P10275	Androgen Receptor	80.57%	96.43%

Plants that contains it

• Patrinia scabiosifolia
• Patrinia scabra

Cross-Links

• PubChem: 11019883
• NPASS: NPC214030
• ChEMBL: CHEMBL2152451
• LOTUS: LTS0091812
• wikiData: Q105242856