(3R)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-ol

Details

• Internal ID: 7c7936aa-798d-4b03-b312-510e16cd83c0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (3R)-4-methylidene-1-propan-2-ylbicyclo[3.1.0]hexan-3-ol
• SMILES (Canonical): CC(C)C12CC1C(=C)C(C2)O
• SMILES (Isomeric): CC(C)C12C[C@H](C(=C)C1C2)O
• InChI: InChI=1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6,8-9,11H,3-5H2,1-2H3/t8?,9-,10?/m1/s1
• InChI Key: MDFQXBNVOAKNAY-HWOCKDDLSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23 g/mol
• Exact Mass: 152.120115130 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• (3R)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-ol
• SCHEMBL668987
• CHEBI:26590
• LMPR0102060021
• Q27109904

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	-	0.6575	65.75%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5681	56.81%
OATP2B1 inhibitior	-	0.8465	84.65%
OATP1B1 inhibitior	+	0.9564	95.64%
OATP1B3 inhibitior	+	0.9171	91.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9490	94.90%
P-glycoprotein inhibitior	-	0.9722	97.22%
P-glycoprotein substrate	-	0.9042	90.42%
CYP3A4 substrate	-	0.5926	59.26%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8744	87.44%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.6065	60.65%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.7877	78.77%
CYP2C8 inhibition	-	0.9845	98.45%
CYP inhibitory promiscuity	-	0.8101	81.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7824	78.24%
Carcinogenicity (trinary)	Non-required	0.6307	63.07%
Eye corrosion	-	0.9389	93.89%
Eye irritation	+	0.9492	94.92%
Skin irritation	+	0.6027	60.27%
Skin corrosion	-	0.8867	88.67%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6445	64.45%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.7005	70.05%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5977	59.77%
Acute Oral Toxicity (c)	III	0.7359	73.59%
Estrogen receptor binding	-	0.8275	82.75%
Androgen receptor binding	-	0.6970	69.70%
Thyroid receptor binding	-	0.8183	81.83%
Glucocorticoid receptor binding	-	0.8503	85.03%
Aromatase binding	-	0.8283	82.83%
PPAR gamma	-	0.7817	78.17%
Honey bee toxicity	-	0.8542	85.42%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9764	97.64%

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	91.79%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.38%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.02%	97.25%
CHEMBL2581	P07339	Cathepsin D	82.52%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	82.32%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.47%	96.61%

Plants that contains it

• Achillea pseudopectinata
• Aegle marmelos
• Anethum graveolens
• Cannabis sativa
• Cinnamomum aromaticum
• Citrus × aurantium
• Clinopodium grandiflorum
• Echinophora tenuifolia
• Helianthus annuus
• Hyptis spicigera
• Larix laricina
• Rhanterium epapposum
• Salvia absconditiflora
• Valeriana officinalis
• Xylopia sericea

Cross-Links

• PubChem: 42626428
• NPASS: NPC38992
• LOTUS: LTS0085475
• wikiData: Q27109904